Methyl (S)-3-(4-bromothiazol-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate

Name: Methyl (S)-3-(4-bromothiazol-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate
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CAS No. 2641451-73-0
Cat. No. CS-0168185
Purity≥96%
MDL No.MFCD34179557

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Methyl (S)-3-(4-bromothiazol-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate|CS-0168185

Structure of 2641451-73-0

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General Information

CAS No. 2641451-73-0
Cat. No. CS-0168185
Purity ≥96%
MDL No. MFCD34179557
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇BrN₂O₄S
Molecular Weight 365.24
Synonym(s) Methyl (S)-2-(Boc-amino)-3-(4-bromo-2-thiazolyl)propanoate
SMILES O=C(OC)[C@@H](NC(OC(C)(C)C)=O)CC1=NC(Br)=CS1

Description

Methyl (S)-3-(4-bromothiazol-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate features a chiral α-amino acid scaffold bearing a brominated thiazole handle and a bench-stable Boc-protected amine. This configuration enables direct incorporation into peptide synthesis workflows, where the electron-deficient thiazole serves as a strategic site for cross-coupling or bioconjugation.

Application

Methyl (S)-3-(4-bromothiazol-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate serves as a versatile chiral building block for the synthesis of thiazole-containing peptidomimetics and pharmaceutical intermediates. The protected amino group enables orthogonal manipulation, while the bromothiazole moiety facilitates subsequent palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by chromatography, it functions effectively in standard peptide coupling and heterocycle elaboration workflows.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 77.52
LogP 2.5144
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Bromide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Methyl (S)-3-(4-bromothiazol-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate

CAS No. 2641451-73-0

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