Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoate

Name: Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoate
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CAS No. 900800-02-4
Cat. No. CS-0159835
Purity≥98%
MDL No.MFCD29917858

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Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoate|CS-0159835

Structure of 900800-02-4

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General Information

CAS No. 900800-02-4
Cat. No. CS-0159835
Purity ≥98%
MDL No. MFCD29917858
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁NO₅
Molecular Weight 295.33
Synonym(s) N-Boc-3-hydroxy-L-phenylalanine methyl ester
SMILES O=C(OC)[C@H](CC1=CC=CC(O)=C1)NC(OC(C)(C)C)=O

Description

Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoate features a chiral α-amino acid scaffold with a protected amine and a phenolic hydroxyl group. This bench-stable derivative integrates a para-hydroxyaryl moiety, enabling direct incorporation into peptide sequences or further functionalization. The tert-butyl carbamate group ensures compatibility with standard deprotection protocols in synthetic workflows.

Application

Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoate serves as a versatile chiral building block for the synthesis of biologically relevant scaffolds. The protected amino group enables selective deprotection and derivatization, while the pendant phenolic hydroxyl and ester functionalities support orthogonal transformations. This compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for multi-step peptide-like and heterocyclic syntheses in medicinal chemistry workflows.

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 84.86
LogP 2.001
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Phenol

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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Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoate

CAS No. 900800-02-4

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