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.


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