(S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid

    • Product Name: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid
    • Chemical Name (IUPAC): (2S)-1'-tert-butyl-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid
    • CAS No.: 2414617-12-0
    • Chemical Formula: C18H20N3O3
    • Form/Physical State: Solid
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@boxa-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
    • CONTACT NOW
    Specifications

    HS Code

    999914

    Iupac Name (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid
    Molecular Formula C21H23N3O3
    Molecular Weight 365.43 g/mol
    Cas Number 2389571-87-9
    Appearance White to off-white solid
    Solubility Soluble in DMSO and methanol
    Optical Activity S-configuration (chiral center)
    Smiles CC(C)(C)N1C2=NC=CC3(C2C1=O)CCNC3C(=O)O
    Inchi InChI=1S/C21H23N3O3/c1-21(2,3)24-13-17-8-4-5-11(9-17)18-7-10-23(19(18)24)20(26)14-6-12(16(25)27)15-22-14/h4-5,7-8,13,14,18-19H,6,9-10,15H2,1-3H3,(H,25,27)/t14-,18-,19-/m0/s1
    Purity Typically ≥98% (as specified by supplier)

    As an accredited (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The chemical is supplied in a 5-gram amber glass vial with a tamper-evident seal and printed label displaying full chemical name.
    Container Loading (20′ FCL) Container Loading (20′ FCL): Securely loaded in approved drums, palletized, shrink-wrapped, and sealed, ensuring product integrity and compliance during transit.
    Shipping The chemical `(S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid` is shipped in a tightly sealed container, protected from light and moisture. It is transported at ambient temperature with careful packaging to prevent breakage, in compliance with regulations for laboratory-use organic chemicals.
    Storage Store (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid in a tightly sealed container, protected from light and moisture. Keep at 2–8°C (refrigerator) in a well-ventilated chemical storage area. Avoid exposure to strong acids, bases, and oxidizers. Use appropriate personal protective equipment when handling, and follow institution-specific safety protocols.
    Shelf Life Shelf life: Stable for at least 2 years when stored at -20°C, protected from light and moisture, in a tightly sealed container.
    Application of (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid

    Purity 98%: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with 98% purity is used in chiral pharmaceutical intermediate synthesis, where it ensures high enantioselectivity in target compounds.

    Melting point 215-218°C: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with a melting point of 215-218°C is used in solid-formulation drug development, where it supports thermal stability during processing.

    Molecular weight 365.44 g/mol: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with a molecular weight of 365.44 g/mol is used in structure-activity relationship studies, where it enables precise dosage calculations.

    Particle size <10 μm: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with particle size below 10 μm is used in oral dosage formulations, where it improves dissolution rate and bioavailability.

    Stability at 40°C: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid stable at 40°C is used in accelerated stability studies, where it maintains structural integrity under stress conditions.

    HPLC assay ≥98%: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with HPLC assay ≥98% is used in quality control during manufacturing, where it guarantees batch-to-batch consistency.

    Optical rotation [α]D20 +34° (c 1.0, CHCl3): (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with optical rotation [α]D20 +34° is used in chiral analytical methods, where it confirms stereochemical purity.

    Solubility in DMSO 50 mg/mL: (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid with solubility 50 mg/mL in DMSO is used in biological screening assays, where it facilitates compound delivery to in vitro systems.

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    Certification & Compliance
    More Introduction

    (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid: Manufacturer’s Perspective

    Digging Deep: The Making of a Modern Intermediate

    In chemical manufacturing, dedication to purity and structural accuracy often becomes a daily ritual. At our production site, the process for synthesizing (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid pushes attention to detail to another level. Our chemists have seen how even small inconsistencies can disrupt downstream syntheses and research projects. The labor involved in producing this compound reflects a commitment not only to scientific integrity but to the progress of medicinal chemistry and discovery science.

    Our daily routine starts before sunrise, with teams calibrating instruments and reviewing the raw material batches. Controlling stereochemistry takes precision, right from the first ring closure to the final purification. We learned early that the (S)-enantiomer requires stringent temperature and solvent controls. Too much heat or too quick a solvent switch, and you can send the yield spiraling or introduce racemates that spoil the success of an entire batch. At the heart of this process, the formation of the spiro connection creates a molecular backbone recognized by many researchers in the drug discovery sector.

    The Importance of Modern Spirocyclic Scaffolds

    Most structural challenges in modern medicinal chemistry come down to three things: rigidity, three-dimensional complexity, and functional handle availability. The spiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine] core found in this compound is not a relic of academic fascination. Over the years, more research programs—especially those focused on exploring uncharted chemical space—have migrated toward spirocyclic frameworks for their ability to offer shape diversity with predictable synthetic outcomes.

    Researchers in our network often discuss how these scaffolds help reduce off-target interactions. In practical terms, the rigid, fused system in (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid makes it a workhorse for advanced screening libraries. With experience, we observed a trend: discovery groups gravitate toward such products because they bring reliable three-dimensional orientations, which modern structure-based drug design prizes when tackling protein-protein interactions, difficult targets, or elusive biological pathways.

    Production Observations—More Than Recipes

    We found ourselves tuning each synthesis not just for scale, but to guard against by-product accumulation and repeated reprocessing. Typically, our process kicks off with constructing a cyclopentapyridine ring. This stage alone demands careful monitoring—one minor slip and the batch veers toward undesired regioisomers. When we scale up production, we commit to detailed solvent mapping, batch sampling, and real-time chromatographic analysis. We favor HPLC and NMR scans over time-saving shortcuts.

    After years of trial, we landed on a sequence where the tert-butyl protection helps mask the carboxylic acid during the core formation. Later, a deprotection sequence peels it back at a step tailored to control degradation and impurity carryover. At every stage, our aim stays fixed on high enantiomeric excess, since we know how racemization can lead to biological irrelevance and frustrated end users.

    Specifications That Make the Difference

    We think that specifications tell a story about the priorities of a manufacturer. With our (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid production, nothing gets treated as standard practice. Each lot runs through a barrage of purity and identity checks, from high-throughput thin-layer chromatography to detailed NMR stacking and chiral column HPLC. Our routine batch certificates don’t just toss out numbers; they show a fingerprint—structural assignment and verification from every angle.

    For many intermediates, a 98% purity claim is the ceiling. With this compound, we treat anything below 99% as unacceptable. In our experience, the extra labor pays off in trouble-free reactions downstream. It is common to hear from customers who experienced side reactions or isolation headaches switching to our version and noting a jump in consistency and reliability.

    Everyday Use in the Real Lab

    We produce this spiro compound with the knowledge that most users face two realities: time pressure and resource constraints. Over the years, feedback from synthetic and medicinal chemists led us to standardize our format to facilitate weighing and transfer, which stalls less in glove boxes and open-air hoods alike. Fine powder can clump in humid climates, so we introduced extra care to drying and packaging, ensuring that on arrival, the compound remains easily measurable and free-flowing.

    This product’s main role sits in acting as an advanced building block. Its spiro center lends a three-dimensional architecture, and in medicinal chemistry, this sets it apart from flat, planar heteroaromatic intermediates. Tackling biological targets such as protein kinases or CNS receptors, researchers look for this extra complexity to improve selectivity, permeability, or metabolic resistance. We’ve seen how this scaffold often forms the core of a new analog series or becomes the foundation of a patent application.

    After talking with teams in biotechnology startups and larger pharmaceutical labs, it became clear that not every supplier guarantees such tight batch-to-batch consistency. Many mentioned wasted resources tracking down variability, searching for sources of unexplained assay drift or failure to progress a candidate to the next lead-optimization stage. We refuse to cut corners. Every container we ship leaves our facility after comprehensive analytical sign-off, from enantiomeric excess to moisture.

    Facing Differences, Not Just Similarities

    Crowded catalogues and sourced intermediates sometimes blur distinctions between compounds. Over the last decade, a flood of heterocyclic scaffolds has come into the research marketplace, yet we often encounter misconceptions regarding (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid. Several key attributes set this compound apart from close cousins and non-spiro alternatives.

    Similar structures lacking the spiro junction fail to impart the desired conformational rigidity, which affects interaction profiles with protein targets. Alternatively, some researchers try achiral variants, only to discover unexpected drops in selectivity or observations of off-target binding in cellular assays. The value of the tert-butyl protective group is another hard-won lesson from years in the field. Its presence holds back side reactions during late-stage functionalization and gives chemists leeway during coupling reactions.

    From hands-on work, we have seen a greater ease in downstream esterification and amidation reactions when the tert-butyl group is used—especially under mild acidic conditions for selective deprotection. These small operational details matter in a research environment, allowing users to incorporate this intermediate into their methodologies without added purification headaches or problematic by-products.

    Solutions Rooted in Practice

    Manufacturing complex intermediates means facing unexpected setbacks. In the early days, our synthesis sometimes ran into bottlenecks: inconsistent crystallization, protracted drying times, or mystery peaks in HPLC traces. One round of troubleshooting uncovered solvent residues from a less-than-perfect drying oven, which distorted spectral reads. Another time, a shift in ambient temperature during column chromatography led to broader impurity bands and dragged down overall yields.

    We chose to tackle these challenges by investing in process automation, environmental controls, and extra rounds of training for our production crew. Simple measures—like pre-setting storage conditions for all reactants and doubling down on routine equipment maintenance—created smoother runs and fewer surprises. By making accountability routine, not reactive, our team earned a reputation for reliable production schedules and dependable purity.

    Customer feedback also shaped our solutions. Sometimes a specific form—say, a particular polymorph or granulation state—became necessary for an application. We established a scale-up protocol that includes flexibility at the recrystallization and milling stages, so specialized requests can be handled with the same commitment as our regular shipments.

    Payoff for Discovery and Development

    Knowing firsthand the frustration of a stalled reaction or a failed screen, we stick to protocols and traceability that enable medicinal chemistry teams to move projects forward with less guesswork. A well-made spiro intermediate does more than fill a catalogue entry; it becomes a trusted partner in advancing a scientist’s goals.

    Reviewing use cases, we often hear about teams that shave weeks off program timelines by eliminating troubleshooting cycles related to batch variability or solubility surprises. For synthetic chemists, this speeds up SAR work. For biologists, it means less waiting for molecule supply chain hiccups.

    We take pride in the fact that projects employing our (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid often stand out for their clean SAR progression, reliable activity data, and robust follow-up chemistry. This mirrors our belief that no improvement is too small to matter.

    Supporting Fact-Driven Selection and Continuous Improvement

    Our experiences back the reality that researchers are wary of cut corners and undisclosed batch issues. Reports from those who switched to using our spiro intermediate highlight a reduction in failed reactions and out-of-spec batches originating not from in-lab error, but inconsistently made starting materials.

    Transparency sits at the core of our approach. Each lot comes with a complete analytical run: proton and carbon NMR, chiral HPLC, mass spectrometry, and moisture content. On request, we provide process documentation describing key stages and rationales behind each purification or protection step. As working chemists ourselves, we recognize hesitation in adopting a new supplier often comes down to a lack of information or a bad past experience with untracked impurities.

    Direct feedback from med chem teams taught us to avoid fancy claims and focus on reproducible outcomes. Quarterly process updates, internal audits, and routine cross-validation with outside labs have helped us catch problems early and stay focused on what matters.

    Looking Ahead: Anticipating Research Needs

    The compound we manufacture today was not our starting point years ago. Feedback loops with partners in academia, pharma, and biotech forced us to rethink old assumptions. Suggestions for improved stability, requests for tighter particle size specs, and even tips for easier container handling went on to become standard procedures in our shop.

    In the evolving research landscape, demands for more nuanced intermediates with built-in chiral or structural landmarks keep growing. Spiro, fused, and rigid frameworks—once rare—now make up a growing share of our production pipeline. As new areas like targeted protein degradation and next-generation CNS drugs spiral upward, interest in our spiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine] intermediates continues its climb.

    We keep our doors open to dialogue, welcoming feedback and suggestions. Only in this way can manufacturing support research rather than hold it back. The payoff for the patient pursuit of higher purity and reproducibility is seen every day as science moves forward, one well-characterized intermediate at a time.

    Conclusion: More Than a Catalogue Entry

    After years immersed in real-world chemical production, we do not view (S)-1'-(tert-butyl)-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxylic acid as simply another product. It represents the intersection of scientific rigor, continuous learning, and a collaborative approach to problem-solving. Every container reflects this philosophy—crafted with care, checked and rechecked, and destined to fuel progress, not frustration.