(2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid

Name: (2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid
Brand: ChemScene
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CAS No. 1012341-50-2
Cat. No. CS-0009331
Purity≥98%
MDL No.MFCD27955981

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid|CS-0009331

Structure of 1012341-50-2

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Description

This chiral building block features a biphenyl moiety linked to a sterically hindered amino acid core, enabling direct incorporation into peptide-based scaffolds. The tert-butyl carbamate group provides stable protection under standard conditions, while the (2R,4S) stereochemistry ensures high diastereoselectivity in coupling reactions.

Application

(2R,4S)-5-([1,1'-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid serves as a valuable chiral building block for peptide and peptidomimetic synthesis, leveraging its sterically defined side chain and orthogonal Boc protection. The biphenyl moiety imparts rigidity and enhanced lipophilicity, while the carboxylic acid and protected amine enable diverse coupling reactions. Bench-stable and readily purified by chromatography, it facilitates efficient access to complex scaffolds in medicinal chemistry campaigns.

General Information

CAS No. 1012341-50-2
Cat. No. CS-0009331
Purity ≥98%
MDL No. MFCD27955981
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₉NO₄
Molecular Weight 383.48
Synonym(s) None
SMILES [H]N(C(OC(C)(C)C)=O)[C@H](CC(C=C1)=CC=C1C2=CC=CC=C2)C[C@H](C(O)=O)C

Computational Chemistry Data

TPSA 75.63
LogP 4.9002
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

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-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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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid

CAS No. 1012341-50-2

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