(S)-3-((tert-Butoxycarbonyl)amino)-3-(m-tolyl)propanoic acid

Name: (S)-3-((tert-Butoxycarbonyl)amino)-3-(m-tolyl)propanoic acid
Brand: ChemScene
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CAS No. 499995-75-4
Cat. No. CS-0134717
Purity≥98%
MDL No.MFCD03427896

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FedEx Limited Quantities Ground	$0.00
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(S)-3-((tert-Butoxycarbonyl)amino)-3-(m-tolyl)propanoic acid|CS-0134717

Structure of 499995-75-4

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General Information

CAS No. 499995-75-4
Cat. No. CS-0134717
Purity ≥98%
MDL No. MFCD03427896
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁NO₄
Molecular Weight 279.33
Synonym(s) Boc-b-Phe(3-Me)-OH
SMILES O=C(C[C@@H](C1=CC=CC(C)=C1)NC(OC(C)(C)C)=O)O

Description

(S)-3-((tert-Butoxycarbonyl)amino)-3-(m-tolyl)propanoic acid is a chiral building block featuring a protected amino group and a meta-tolyl substituent. This configuration enables selective incorporation into peptide architectures, where the tert-butyl carbamate moiety offers stability and convenient deprotection under mild acidic conditions. The molecule’s steric and electronic profile supports efficient coupling reactions in synthetic sequences.

Application

(S)-3-((tert-Butoxycarbonyl)amino)-3-(m-tolyl)propanoic acid serves as a stereochemically defined building block for peptidomimetics and bioactive heterocycles. The Boc-protected amine enables straightforward deprotection under mild acidic conditions, while the meta-tolyl group provides steric and electronic modulation. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient incorporation into complex molecular architectures.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 3.03552
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-3-((tert-Butoxycarbonyl)amino)-3-(m-tolyl)propanoic acid

CAS No. 499995-75-4

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