(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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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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

Structure of 637337-65-6

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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.

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

Computational Chemistry Data

TPSA 75.63
LogP 1.6335
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Safety Information

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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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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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