(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid

Name: (R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid
Brand: ChemScene
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CAS No. 181140-88-5
Cat. No. CS-0154448
Purity≥97%
MDL No.MFCD11052912

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid|CS-0154448

Structure of 181140-88-5

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General Information

CAS No. 181140-88-5
Cat. No. CS-0154448
Purity ≥97%
MDL No. MFCD11052912
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₉NO₄
Molecular Weight 265.30
Synonym(s) (R) - 3 - (Boc amino) - 2-phenylpropionic acid
SMILES CC(C)(OC(NC[C@H](C(O)=O)C1=CC=CC=C1)=O)C

Description

(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid is a chiral building block featuring a protected α-amino acid scaffold with a phenyl group at the β-position. This bench-stable derivative enables straightforward deprotection and incorporation into peptide sequences, facilitating synthesis of enantiopure pharmaceutical intermediates.

Application

(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid serves as a versatile chiral building block in peptide synthesis and medicinal chemistry, enabling efficient access to β-amino acid scaffolds. The tert-butyl carbamate group provides excellent stability and orthogonal deprotection under mild acidic conditions, while the phenyl-substituted α-carbon supports stereoselective transformations. Its bench-stable nature and compatibility with standard coupling protocols facilitate reliable 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 2.3795
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 Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid

CAS No. 181140-88-5

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