Atomfair N-Carbobenzyloxy-4-keto-L-proline C13H13NO5 CAS 64187-47-9

N-Carbobenzyloxy-4-keto-L-proline (CAS: 64187-47-9) is a high-purity, synthetic amino acid derivative extensively utilized in peptide synthesis and pharmaceutical research. With the molecular formula C13H13NO5, this compound serves as a critical intermediate in the production of modified peptides and bioactive molecules. Its carbobenzyloxy (Cbz) protecting group ensures selective reactivity, while the 4-keto-L-proline backbone enables versatile functionalization for drug discovery and biochemical studies. This product is rigorously tested for quality (≥97% purity) and is supplied as a white to off-white crystalline powder, ensuring optimal performance in sensitive applications. Ideal for researchers requiring precision in peptide modification and chiral synthesis.

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Description

N-Carbobenzyloxy-4-keto-L-proline (CAS: 64187-47-9) is a high-purity, synthetic amino acid derivative extensively utilized in peptide synthesis and pharmaceutical research. With the molecular formula C13H13NO5, this compound serves as a critical intermediate in the production of modified peptides and bioactive molecules. Its carbobenzyloxy (Cbz) protecting group ensures selective reactivity, while the 4-keto-L-proline backbone enables versatile functionalization for drug discovery and biochemical studies. This product is rigorously tested for quality (≥97% purity) and is supplied as a white to off-white crystalline powder, ensuring optimal performance in sensitive applications. Ideal for researchers requiring precision in peptide modification and chiral synthesis.

Properties

  • CAS Number: 64187-47-9
  • Complexity: 375
  • IUPAC Name: (2S)-1-benzyloxycarbonyl-4-oxo-pyrrolidine-2-carboxylic acid
  • InChI: InChI=1S/C13H13NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,11H,6-8H2,(H,16,17)/t11-/m0/s1
  • InChI Key: RPLLCMZOIFOBIF-NSHDSACASA-N
  • Exact Mass: 263.07937252
  • Molecular Formula: C13H13NO5
  • Molecular Weight: 263.25
  • SMILES: C1[C@H](N(CC1=O)C(=O)OCC2=CC=CC=C2)C(=O)O
  • Topological: 83.9
  • Monoisotopic Mass: 263.07937252
  • Synonyms: 64187-47-9, N-Carbobenzyloxy-4-keto-L-proline, DTXSID30454390, DTXCID10405209, rpllcmzoifobif-nshdsacasa-n, N-Carbobenzoxy-4-oxo-L-proline, (S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid, (S)-1-Z-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID, (2S)-4-oxo-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid, (S)-1-(benzyloxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid, MFCD07367987, N-cbz-4-ketoproline, (2S)-1-[(benzyloxy)carbonyl]-4-oxopyrrolidine-2-carboxylic acid, N-Cbz-4-keto-L-proline, SCHEMBL636520, (2S)-1-benzyloxycarbonyl-4-oxo-pyrrolidine-2-carboxylic acid, AKOS015836800, CS-W010137, 1-benzyloxycarbonyl-4-keto-(S)-proline, 1-[(Benzyloxy)carbonyl]-4-oxoproline #, AC-14421, AS-31286, 4-keto-1-[(phenylmethoxy)carbonyl]-L-proline, EN300-1086676, (S)-1-Z-4-oxopyrrolidine-2-carboxylic acid, 97%

N-Carbobenzyloxy-4-keto-L-proline is widely employed as a protected amino acid building block in solid-phase peptide synthesis (SPPS). Its keto functionality allows selective conjugation or further derivatization, making it valuable for designing enzyme inhibitors and peptidomimetics. Researchers also utilize it in medicinal chemistry to introduce proline-based scaffolds with enhanced metabolic stability. Suitable for automated synthesizers and solution-phase reactions.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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