64285-04-7

Upstream product

• 645-54-5 2-phenylthioacetamide 
• 103-80-0 phenylacetyl chloride 
• 103-81-1 Benzeneacetamide 
• 83553-49-5 ethyl 2-benzyl-1,3-thiazole-4-carboxylate 
• 57840-42-3 2-(2-benzyl-thiazole-4-carbonylamino)-2-methoxy-3-methyl-but-3-enoic acid methyl ester 

Downstream Products

• 882305-10-4 ethyl 2'-benzyl-2,4'-bithiazol-4-carboxylate 
• 882305-12-6 4-iodomethyl-2'-benzyl-2,4'-bithiazol 
• 882305-11-5 4-hydroxymethyl-2'-benzyl-2,4'-bithiazol 
• 1027551-62-7 2-benzyl-thiazole-4-carbothioic acid amide 

Relevant academic research and scientific papers

Synthesis of (4R,5S)-melithiazols F and I

Palladium-catalyzed cyclization-methoxycarbonylation of (2R,3S)-3-methylpenta-4-yne-1,2-diol (8) derived from the (2R,3S)-epoxybutanoate 7 followed by methylation gave the tetrahydro-2-furylidene acetate (-)-9, which was converted into the left-half aldehyde (+)-4. A Wittig reaction between (+)-4 and the phosphoranylide derived from the bithiazole-type phosphonium iodide 5 using lithium bis(trimethylsilyl)-amide afforded (+)-(4R,5S)- melithiazol F (1), whose spectroscopic data were identical with those of the natural product 1. Moreover, the synthesis of (+)-(4R,5S)-melithiazol I (2), was achieved by the same synthetic strategy as that of (+)-(4R,5S)-melithiazol F (1). The antifungal activity of the synthetic melithiazols F (1) and I (2) against the phytopathogenic fungus, Phytophthora capsici, was evaluated by using a paper disc assay method. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Novel analogues of tiazofurin by Lawesson reagent effected cyclization

2-Benzylthiazole-4-carboxamide 4 and 5-(β-D-ribofuranosylamino) thiazole-4-carboxamide 10 were synthesized from phenylacetylamino- and formylamino cyanoacetic acid esters 1a and 1b, respectively. The ribosylation reaction leading to 10 gave rise also to i