Benzyl (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

Name: Benzyl (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate
Brand: ChemScene
Availability: InStock
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CAS No. 182748-72-7
Cat. No. CS-0197825
Purity≥98%
MDL No.None

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Benzyl (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate|CS-0197825

Structure of 182748-72-7

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Description

Benzyl (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate is a chiral building block featuring a protected amino group and a hydroxyl function, enabling selective transformations in peptide synthesis. This bench-stable derivative integrates seamlessly into complex molecular architectures, offering controlled reactivity for advanced organic and medicinal chemistry applications.

Application

Benzyl (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate serves as a key chiral building block for the synthesis of bioactive heterocycles and peptide-derived scaffolds. The protected amino and hydroxyl functionalities enable orthogonal transformations, while the benzyl ester facilitates convenient deprotection under mild hydrogenolysis conditions. Its bench-stable nature and high diastereoselectivity in downstream coupling reactions make it ideal for iterative synthesis in medicinal chemistry workflows.

General Information

CAS No. 182748-72-7
Cat. No. CS-0197825
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₃NO₅
Molecular Weight 309.36
Synonym(s) Boc-D-aspartinol 4-Benzyl Ester
SMILES CC(C)(OC(N[C@@H](CO)CC(OCC1=CC=CC=C1)=O)=O)C

Computational Chemistry Data

TPSA 84.86
LogP 2.0055
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 6

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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Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Benzyl (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

CAS No. 182748-72-7

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