(R)-2-((tert-butoxycarbonyl)amino)-4-cyclohexylbutanoic acid

Name: (R)-2-((tert-butoxycarbonyl)amino)-4-cyclohexylbutanoic acid
Brand: ChemScene
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CAS No. 154731-88-1
Cat. No. CS-0464006
Purity≥97%
MDL No.None

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(R)-2-((tert-butoxycarbonyl)amino)-4-cyclohexylbutanoic acid|CS-0464006

Structure of 154731-88-1

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General Information

CAS No. 154731-88-1
Cat. No. CS-0464006
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₇NO₄
Molecular Weight 285.38
Synonym(s) N-Boc-(R)-2-amino-4-cyclohexylbutanoic acid
SMILES CC(C)(OC(N[C@@H](C(O)=O)CCC1CCCCC1)=O)C

Description

This chiral building block features a protected amino group and a cyclohexyl-substituted aliphatic chain, enabling direct incorporation into peptide architectures. The tert-butoxycarbonyl (Boc) moiety provides robust protection under standard coupling conditions, while the (R)-stereocenter ensures high diastereoselectivity in subsequent transformations. Designed for efficient synthesis of bioactive analogs with enhanced metabolic stability.

Application

(R)-2-((tert-butoxycarbonyl)amino)-4-cyclohexylbutanoic acid serves as a versatile chiral building block for the synthesis of bioactive molecules, particularly in peptide and medicinal chemistry. The tert-butyl carbamate (Boc) group provides excellent stability and orthogonal deprotection under mild acidic conditions, while the cyclohexyl moiety imparts conformational rigidity and favorable lipophilic character. This compound facilitates efficient coupling reactions and is compatible with standard protecting group strategies in multi-step 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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 3.3248
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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(R)-2-((tert-butoxycarbonyl)amino)-4-cyclohexylbutanoic acid

CAS No. 154731-88-1

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