(R)-2-((tert-Butoxycarbonyl)amino)-2-(3-chlorophenyl)acetic acid

Name: (R)-2-((tert-Butoxycarbonyl)amino)-2-(3-chlorophenyl)acetic acid
Brand: ChemScene
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CAS No. 926641-28-3
Cat. No. CS-0154586
Purity≥98%
MDL No.MFCD07371716

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Type	HazMat Fee
Excepted Quantity	$0.00
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(R)-2-((tert-Butoxycarbonyl)amino)-2-(3-chlorophenyl)acetic acid|CS-0154586

Structure of 926641-28-3

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General Information

CAS No. 926641-28-3
Cat. No. CS-0154586
Purity ≥98%
MDL No. MFCD07371716
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)-D-glycine
SMILES CC(C)(OC(N[C@@H](C(O)=O)C1=CC(Cl)=CC=C1)=O)C

Description

This chiral building block features a protected amino group and a sterically hindered aryl substituent, enabling efficient incorporation into peptide architectures. The tert-butoxycarbonyl moiety ensures stability during synthetic manipulations, while the 3-chlorophenyl side chain provides electronic tuning for downstream transformations.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-2-(3-chlorophenyl)acetic acid serves as a key chiral building block for the synthesis of bioactive peptides and pharmaceutical intermediates. The Boc-protected α-amino acid exhibits excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its 3-chlorophenyl group provides a well-defined aromatic handle for further functionalization, while the (R)-stereochemistry ensures compatibility with standard coupling protocols in peptide synthesis.

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 Functional Group Boc

Building Blocks Functional Group Chloride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-((tert-Butoxycarbonyl)amino)-2-(3-chlorophenyl)acetic acid

CAS No. 926641-28-3

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