tert-Butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

Name: tert-Butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
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CAS No. 77215-55-5
Cat. No. CS-0046997
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate|CS-0046997

Structure of 77215-55-5

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Description

tert-Butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate features a chiral (S)-configured amino acid scaffold with orthogonal protection: the amine is masked as a tert-butyl carbamate, while the α-hydroxyl group is esterified as a benzyl carbonate. This bifunctional handle enables selective deprotection and coupling in peptide synthesis, offering high stability under standard conditions and compatibility with diverse reaction environments.

Application

tert-Butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate serves as a key chiral building block for peptide synthesis and medicinal chemistry. The protected α-amino acid moiety enables efficient coupling reactions, while the benzyloxycarbonyl (Cbz) group provides orthogonal protection for the amine. This compound exhibits excellent bench stability, ease of purification, and compatibility with standard deprotection protocols, facilitating scalable synthesis of bioactive peptides and heterocyclic scaffolds.

General Information

CAS No. 77215-55-5
Cat. No. CS-0046997
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂N₂O₄
Molecular Weight 294.35
Synonym(s) (s)-3-Amino-2-cbz-amino-propionic acid tert-butyl ester
SMILES O=C([C@@H](NC(OCC1=CC=CC=C1)=O)CN)OC(C)(C)C

Computational Chemistry Data

TPSA 90.65
LogP 1.5818
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 5

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 Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Other amino acid derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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tert-Butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

CAS No. 77215-55-5

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