(S)-3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid

Name: (S)-3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid
Brand: ChemScene
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CAS No. 637337-65-6
Cat. No. CS-0186174
Purity≥97%
MDL No.None

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(S)-3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid|CS-0186174

Structure of 637337-65-6

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General Information

CAS No. 637337-65-6
Cat. No. CS-0186174
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅NO₄
Molecular Weight 237.25
Synonym(s) Cbz-S-3-Aminoisobutyric acid
SMILES C[C@H](C(O)=O)CNC(OCC1=CC=CC=C1)=O

Description

(S)-3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid is a chiral, bench-stable amino acid derivative featuring a protected α-amino group and a sterically hindered β-carbon. This structure facilitates selective coupling reactions in peptide synthesis while minimizing racemization. The benzyl ester moiety enables orthogonal deprotection under standard hydrogenolysis conditions, streamlining sequence assembly in complex oligopeptides.

Application

(S)-3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient formation of sterically hindered amide bonds. The Boc-like carbamate group offers excellent bench stability and mild deprotection under acidic conditions, while the (S)-configured α-amino acid facilitates stereoselective coupling reactions. Its orthogonal functionality supports sequence-specific assembly in complex peptide architectures, making it ideal for medicinal chemistry applications requiring high purity and configurational integrity.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 1.6335
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid

CAS No. 637337-65-6

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