(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid

Name: (S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid
Brand: ChemScene
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CAS No. 64187-47-9
Cat. No. CS-W010137
Purity≥95%
MDL No.MFCD07367987

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(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid|CS-W010137

Structure of 64187-47-9

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Description

(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid is a chiral pyrrolidine derivative featuring a protected carboxylic acid and a ketone at the C4 position. This scaffold serves as a key building block in peptide synthesis and medicinal chemistry, enabling efficient access to constrained cyclic motifs. The benzyl ester group provides stability during handling and facilitates selective deprotection under standard hydrogenolysis conditions.

Application

(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid serves as a key chiral building block for the synthesis of pyrrolidine-containing pharmaceuticals and natural products. The protected amino acid functionality enables straightforward incorporation into peptide sequences, while the 4-oxo group provides a versatile handle for reductive amination, nucleophilic addition, or heterocycle formation. Bench-stable and readily purified by crystallization, it functions reliably in standard coupling protocols and is compatible with diverse protecting group strategies.

General Information

CAS No. 64187-47-9
Cat. No. CS-W010137
Purity ≥95%
MDL No. MFCD07367987
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₃NO₅
Molecular Weight 263.25
Synonym(s) N-Carbobenzyloxy-4-keto-L-proline
SMILES O=C([C@H](C1)N(C(OCC2=CC=CC=C2)=O)CC1=O)O

Computational Chemistry Data

TPSA 83.91
LogP 1.0512
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Proline and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid

CAS No. 64187-47-9

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