112159-27-0

Basic information

• Product Name: 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, ethyl ester
• CAS NO: 112159-27-0
• Molecular Formula: C15H16N2O4S
• Molecular Weight: 320.369
• Mol File: 112159-27-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, ethyl ester(112159-27-0)
• EPA Substance Registry System: 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, ethyl ester(112159-27-0)

Safety Data

• Hazardous Substances Data: 112159-27-0(Hazardous Substances Data)

Upstream product

• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 501-53-1 benzyl chloroformate 
• 3589-41-1 phenylmethyl cyanomethylcarbamate 
• 949-90-6 N-(carbobenzyloxy)glycinamide 
• 70-23-5 ethyl Bromopyruvate 
• 49548-40-5 N-benzyloxycarbonylglycine thioamide 

Downstream Products

• 321426-45-3 C₁₃H₁₃N₃O₃S 
• 95716-01-1 Z-(gly)Thz-OH 

Relevant articles and documents

Amino Acids and Peptides; 59. Synthesis of Biologically Active Cyclopeptides; 9. Synthesis of 16 Isomers of Dolastatin 3; I. Synthesis of the 2-(1-aminoalkyl)-thiazole-4-carboxylic Acids

The synthesis of the optically active Dolastatin 3 building block 2-(1-amino-3-cyanopropyl)-thiazole-4-carboxylic acid is described as a prerequisite for the total synthesis of dolastatin isomers.

Polythiazole linkers as functional rigid connectors: A new RGD cyclopeptide with enhanced integrin selectivity

Polythiazole amino acids clasp linear peptides to generate cyclic derivatives, however, the resulting species are not merely stapled peptides but bear a complex heterocyclic moiety displaying its intrinsic set of interactions. As a proof of concept, a bisthiazole moiety has been grafted onto an RGD sequence to deliver a new cilengitide analogue with improved integrin selectivity and remarkable in vivo antiangiogenic activity.

Total synthesis of nosiheptide. Synthesis of thiazole fragments

The preparation of three new thiazole derivatives from natural products is described, as well as improvements in the synthesis of ethyl 2-aminomethyl-4-thiazolecarboxylate.