(αS)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzeneacetic acid

Name: (αS)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzeneacetic acid
Brand: ChemScene
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CAS No. 1217643-80-5
Cat. No. CS-0028383
Purity≥98%
MDL No.MFCD07371717

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(αS)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzeneacetic acid|CS-0028383

Structure of 1217643-80-5

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General Information

CAS No. 1217643-80-5
Cat. No. CS-0028383
Purity ≥98%
MDL No. MFCD07371717
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆ClNO₄
Molecular Weight 285.72
Synonym(s) N-Boc-2-(3'-Chlorophenyl)-L-glycine
SMILES CC(C)(C)OC(N[C@@H](C1=CC(Cl)=CC=C1)C(O)=O)=O

Description

(αS)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzeneacetic acid features a chiral α-center with a para-chlorophenyl group and a sterically hindered tert-butoxycarbonyl-protected amino function. This bench-stable derivative integrates readily into peptide synthesis workflows, offering precise stereocontrol and compatibility with standard coupling protocols under mild conditions.

Application

(αS)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzeneacetic acid serves as a key chiral building block for the synthesis of β-amino acids and peptidomimetics. The protected amino group enables orthogonal functionalization, while the para-chlorophenyl moiety supports downstream cross-coupling reactions. Bench-stable and readily purified by standard chromatographic methods, it facilitates efficient access to bioactive scaffolds in medicinal chemistry campaigns.

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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Computational Chemistry Data

TPSA 75.63
LogP 2.9904
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(αS)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzeneacetic acid

CAS No. 1217643-80-5

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