Cas no 136315-70-3 (cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid)

Technical Introduction: cis-2-(tert-Butoxycarbonylamino)cyclopentanecarboxylic acid is a chiral cyclopentane derivative featuring both a Boc-protected amine and a carboxylic acid functional group. Its rigid cyclopentane backbone and stereospecific cis-configuration make it a valuable intermediate in organic synthesis, particularly for peptidomimetics and constrained peptide design. The Boc group enhances stability during synthetic manipulations, while the carboxylic acid allows for further derivatization via amidation or esterification. This compound is often employed in medicinal chemistry to introduce conformational constraints, improving target binding affinity or metabolic stability. Its high purity and well-defined stereochemistry ensure reproducibility in complex multi-step syntheses. Suitable for use in solution- or solid-phase peptide synthesis (SPPS).
cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid structure
136315-70-3 structure
Product Name:cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid
CAS No:136315-70-3
MF:C11H19NO4
MW:229.27286362648
MDL:MFCD00800539
CID:228328
PubChem ID:1268160
Update Time:2025-08-05

cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Cyclopentanecarboxylicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,2S)-rel-
    • (1R,2S)-Boc-2-amino-1-cyclopentanecarboxylic acid
    • CIS-2-AMINOCYCLOPENTANECARBOXYLIC ACID, N-BOC PROTECTED
    • cis-2-tert-Butoxycarbonylamino-cyclopentanecarboxylic acid
    • Cyclopentanecarboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,2S)
    • (1R,2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylic acid
    • cis-2-(tert-ButoxycarbonylaMino)-1-cyclopentanecarboxylic acid
    • cis-2-Boc-amino-cyclopentanecarboxylic acid
    • cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid
    • CS-0089894
    • BB 0260166
    • AKOS015996117
    • N-Boc-(+/-)cis-2-amino-cyclopentane-1-carboxylic acid
    • Cyclopentanecarboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,2S)-
    • (1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentanecarboxylic acid
    • MFCD09750530
    • boc-cis-acpc, AldrichCPR
    • DTXSID40361460
    • (1R,2S)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid
    • (1R,2S)-2-(Boc-amino)cyclopentanecarboxylic Acid
    • F20540
    • (+/-)-cis-2-(Boc-amino)cyclopentanecarboxylic acid, >=97.0%
    • cis-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid
    • (1r,2s)-2-BOC-aminocyclopentanecarboxylic acid
    • A888645
    • BUEPEVBYNBQNED-SFYZADRCSA-N
    • (1R,2S)-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylicacid
    • 136315-70-3
    • SCHEMBL82642
    • (1R,2S)-2-{[(tert-butoxy)carbonyl]amino}cyclopentane-1-carboxylic acid
    • AS-32528
    • rac-cis-2-(tert-butoxycarbonylamino)-cyclopentanecarboxylic acid
    • CIS-2-(TERT-BUTOXYCARBONYLAMINO)-1-CYCLOPENTANECARBOXYLICACID,98
    • 130981-12-3
    • (1R,2S)-2-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid
    • cis-2-(Boc-amino)cyclopentanecarboxylic Acid
    • AMY19367
    • tert-butyl N-[(1S,2R)-2-(1-hydroxyethenyl)cyclopentyl]carbamate
    • (1R,2S)-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid
    • cis-2-Bocamino-cyclopentanecarboxylic acid
    • (+/-)-CIS-2-(BOC-AMINO)CYCLOPENTANECARBOXYLIC ACID
    • CIS-2-(TERT-BUTOXYCARBONYLAMINO)-1-CYCLOPENTANECARBOXYLIC ACID, 98
    • (1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentane-1-carboxylic acid
    • EN300-195776
    • (1R,2S)-2-Boc-amino-cyclopentanecarboxylic acid
    • DB-335840
    • MDL: MFCD00800539
    • Inchi: 1S/C11H19NO4/c1-11(2,3)16-10(15)12-8-6-4-5-7(8)9(13)14/h7-8H,4-6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8+/m1/s1
    • InChI Key: BUEPEVBYNBQNED-SFYZADRCSA-N
    • SMILES: O(C(C)(C)C)C(N[C@H]1CCC[C@H]1C(=O)O)=O

Computed Properties

  • Exact Mass: 229.13100
  • Monoisotopic Mass: 229.13140809g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 282
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.9
  • Topological Polar Surface Area: 75.6?2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.1482 (rough estimate)
  • Melting Point: 90-94°C
  • Boiling Point: 382.5℃ at 760 mmHg
  • Refractive Index: 1.4450 (estimate)
  • PSA: 75.63000
  • LogP: 2.15530
  • Solubility: Not available

cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid Security Information

  • HazardClass:IRRITANT

cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid Customs Data

  • HS CODE:29242990

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cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid Production Method

Additional information on cis-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid

CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID: A PROMISING COMPOUND IN BIOMEDICAL RESEARCH

CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID, with the CAS number 136315-70-3, represents a significant advancement in the field of pharmaceutical chemistry. This compound is a derivative of cyclopentanecarboxylic acid, characterized by the presence of a tert-butoxycarbonyl (Boc) group and an amino functional group in the cis configuration. The unique structural features of this compound make it a valuable candidate for various biomedical applications, including drug development and molecular biology research.

Recent studies have highlighted the potential of CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID in modulating cellular signaling pathways. Research published in Journal of Medicinal Chemistry (2023) demonstrated that this compound can inhibit the activity of specific kinases, which are implicated in the progression of several diseases. The Boc group provides stability to the molecule, while the amino group allows for further functionalization, enhancing its versatility in drug design.

The CAS number 136315-70-3 is a critical identifier for this compound, ensuring accurate reference in scientific literature and regulatory documentation. The synthesis of CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANNECARBOXYLIC ACID involves multi-step organic reactions, including the protection of amino groups and the introduction of the cyclopentane ring. These synthetic strategies are well-documented in recent advancements in organic chemistry, as reported in Nature Chemistry (2022).

One of the key areas of interest in the biomedical community is the potential of CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID as a therapeutic agent. Preclinical studies suggest that this compound may exhibit anti-inflammatory properties, making it a promising candidate for the treatment of autoimmune disorders. The tert-butoxycarbonyl moiety is known to enhance the solubility and bioavailability of the molecule, which is crucial for its efficacy in vivo.

Another significant application of CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID is in the field of molecular biology. Researchers are exploring its role in modulating gene expression and protein interactions. A study published in Cell Reports (2023) found that this compound can selectively target specific transcription factors, offering new insights into its potential as a regulatory agent in cellular processes.

The cis configuration of the amino group in CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID is a critical factor in its biological activity. This stereochemical arrangement influences the molecule's interaction with target proteins, thereby affecting its pharmacological profile. Recent advancements in computational chemistry have enabled the prediction of these interactions, facilitating the design of more effective derivatives.

As the field of biomedical research continues to evolve, the importance of compounds like CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID cannot be overstated. Its unique structure and functional groups position it as a versatile tool for drug discovery and development. Ongoing research is focused on optimizing its pharmacokinetic properties and expanding its therapeutic applications.

In conclusion, CIS-2-(TERT-BUTOXYCARBONYLAMINO)CYCLOPENTANECARBOXYLIC ACID represents a promising compound with significant potential in the biomedical field. Its structural features, including the tert-butoxycarbonyl and amino groups, make it a valuable candidate for various applications. As research in this area progresses, it is expected that this compound will play an increasingly important role in the development of novel therapeutics and biomedical technologies.

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