(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,6-dichlorophenyl)propanoic acid

Name: (R)-2-((tert-Butoxycarbonyl)amino)-3-(2,6-dichlorophenyl)propanoic acid
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CAS No. 261380-30-7
Cat. No. CS-0199384
Purity≥97%
MDL No.None

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(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,6-dichlorophenyl)propanoic acid|CS-0199384

Structure of 261380-30-7

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General Information

CAS No. 261380-30-7
Cat. No. CS-0199384
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇Cl₂NO₄
Molecular Weight 334.20
Synonym(s) Boc-2,6-Dichloro-D-Phenylalanine
SMILES C([C@@H](NC(OC(C)(C)C)=O)C(O)=O)C1=C(Cl)C=CC=C1Cl

Description

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,6-dichlorophenyl)propanoic acid is a chiral building block featuring a sterically hindered tert-butyl carbamate group and a dichlorophenyl moiety. This configuration enables direct incorporation into peptide synthesis workflows, offering enhanced stability and controlled reactivity under standard conditions.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,6-dichlorophenyl)propanoic acid serves as a valuable chiral building block in medicinal chemistry, enabling efficient access to peptidomimetic scaffolds and bioactive heterocycles. The protected amino group offers excellent stability and orthogonal deprotection compatibility, while the 2,6-dichlorophenyl moiety provides robust steric and electronic modulation. This compound facilitates straightforward coupling reactions and is well-suited for solid-phase and solution-phase syntheses.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 75.63
LogP 3.5138
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

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)-3-(2,6-dichlorophenyl)propanoic acid

CAS No. 261380-30-7

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