(R)-3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid

Name: (R)-3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid
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CAS No. 501015-22-1
Cat. No. CS-0154569
Purity≥98%
MDL No.MFCD03427968

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(R)-3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid|CS-0154569

Structure of 501015-22-1

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General Information

CAS No. 501015-22-1
Cat. No. CS-0154569
Purity ≥98%
MDL No. MFCD03427968
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₈N₂O₄
Molecular Weight None
Synonym(s) N-Boc-D-3-Amino-3-(4-cyanophenyl)propanoic acid
SMILES CC(C)(OC(N[C@@H](C1=CC=C(C#N)C=C1)CC(O)=O)=O)C

Description

(R)-3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid features a chiral α-amino acid scaffold with a para-cyano aryl group and a bench-stable Boc-protected amine. This configuration enables direct incorporation into peptide conjugates and peptidomimetic scaffolds, offering enhanced solubility and stability during synthetic workflows.

Application

(R)-3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid serves as a valuable chiral building block for the synthesis of bioactive molecules, particularly in medicinal chemistry and peptide-based drug discovery. The molecule combines a stable tert-butyl carbamate (Boc) protecting group with a pendant nitrile functionality, enabling selective deprotection and subsequent transformations. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to diverse heterocyclic scaffolds and advanced intermediates.

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 99.42
LogP 2.59878
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Carboxylic Acid

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)-3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid

CAS No. 501015-22-1

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