478937-55-2

Upstream product

• 478937-51-8 methyl (S)-2-{2-[2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)1,3-thiazol-4-yl]-1,3-thiazol-4-yl}-4,5-dihydro-1,3-thiazole-4-carboxylate 
• 478937-45-0 4-{4-[2-(tert-butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-[2,4']bithiazolyl-2'-yl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 478937-47-2 4-{4-[2-(tert-butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-ethylthiocarbamoyl]-[2,4']bithiazolyl-2'-yl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 478937-41-6 ethyl (S)-2-[2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-1,3-thiazol-4-yl]-1,3-thiazole-4-carboxylate 
• 478937-43-8 (S)-2-[2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-1,3-thiazol-4-yl]-1,3-thiazole-4-carboxylic acid 
• 478937-33-6 ethyl (S)-2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-1,3-thiazole-4-carboxylate 
• 478937-39-2 (S)-2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-1,3-thiazole-4-thiocarboxamide 
• 478937-35-8 (S)-2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-1,3-thiazole-4-carboxylic acid 
• 478937-37-0 (S)-2-(3-t-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-1,3-thiazole-4-carboxamide 
• 478937-32-5 (4S)-4-(aminothioxomethyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid-1,1-dimethyl-ethyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 478937-53-0 methyl (S)-2-{2-[2-(1-t-butoxycarbonylamino-2-hydroxyethyl)-1,3-thiazol-4-yl]-1,3-thiazol-4-yl}-4,5-dihydro-1,3-thiazole-4-carboxylate 
• 478937-49-4 (S)-4-[4-((S)-2-Hydroxy-1-methoxycarbonyl-ethylthiocarbamoyl)-[2,4']bithiazolyl-2'-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Novel synthesis of the main central 2,3,6-trisubstituted pyridine skeleton [Fragment A-B-C] of a macrobicyclic antibiotic, cyclothiazomycin

The useful synthesis of the main central 2,3,6-trisubstituted pyridine skeleton [the protected Fragment A-B-C] of a macrobicyclic antibiotic, cyclothiazomycin, was first accomplished. First, the 2-[2-(2-substituted thiazol-4-yl)]-4,5-dihydrothiazole-4-carboxylate [Fragment A derivative], attached to the 6-substituent of the main pyridine skeleton, was synthesized by two consecutive thiazolations of the protected Ser thioamide derivative with 3-bromopyruvate, and then thiazolination of the C-terminal Ser residue of the sequence. Secondly, an efficient synthesis of the central 2-(2-{2[(1R)-1-aminoethyl]pyridin-6-yl}thiazol-4-yl)-4, 5-dihydrothiazole-4-carboxylate [Fragment B derivative] was also achieved by thiazolation of the formyl group of the 2-(1-aminoethyl)-6-formylpyridine derivative, and then thiazolination. Thirdly, a convenient synthesis of the protected dehydrotetrapeptide [Fragment C derivative], which is bound to the 2-substituent of the pyridine skeleton, was attained by the usual stepwise elongation of the appropriate α-amino acids and β-elimination of a Thr residue of the sequence. Finally, the facile fragment condensation of the three Fragments thus obtained gave the protected Fragment A-B-C derivative via Fragment A-B. Furthermore, the configurational structures of the three Fragments (A, B, and C) were also investigated.