213695-85-3

Upstream product

• 213695-83-1 (2S,3R)-2-benzyloxycarbonylamino-3-(t-butyldiphenylsiloxy)butanamide 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 213695-93-3 ethyl 2-(2-{2-[(1S,2R)-1-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-2-(t-butyldiphenylsiloxy)propyl]thiazol-4-yl}-6-dimethoxymethylpyridin-3-yl)thiazole-4-carboxylate 
• 213695-94-4 2-(2-{2-[(1S,2R)-1-{[2-((R)-1-tert-Butoxycarbonylamino-2-methyl-propyl)-thiazole-4-carbonyl]-amino}-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-thiazol-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester 
• 213695-89-7 (2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanethioamide 
• 213695-88-6 (2S,3R)-2-{2-[(R)-1-(t-butoxycarbonylamino)-2-methylpropyl]thiazol-4-ylcarbonylamino}-3-(t-butyldiphenylsiloxy)butanamide 

Relevant academic research and scientific papers

Total synthesis of a macrocyclic antibiotic, micrococcin P1

The first total synthesis of a macrocyclic antibiotic, micrococcin P1 (1), was achieved. This antibiotic has a unique structure and is constructed of four components called Fragments A, B, C, and D. In particular, the structures of the central pyridine skeleton (Fragment A) and the exocyclic side-chain (Fragment D) of 1 are slightly different from those of a similar antibiotic, micrococcin P (2). By various chemical modifications of the synthetic method for 2, the synthesis of the central 2,3,6-tris(substituted thiazolyl)pyridine segment [Fragment AC] 15 from ethyl 2-[6-dimethoxymethyl- 2-(1-ethoxyvinyl)-3-pyridyl]thiazole-4-carboxylate (9), followed by coupling of 15 with the Fragments B and D moieties synthesized independently, gave the protected Fragment A-B-C-D segment. Final intramolecular cyclization by using (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate as a condensing agent under high-dilution conditions and then deprotection of all the protecting groups with trifluoroacetic acid were effected successfully to give the expected synthetic 1.

Total synthesis of macrocyclic antibiotic, micrococcin P1

Total synthesis of a macrocyclic antibiotic, micrococcin P1 (1), constructed from four segments called Fragments A, B, C, and D, was achieved. The synthesis of a central 2,3,6-trithiazole-substituted pyridine moiety [Fragment A with C (A-C)], f