915094-66-5

Upstream product

• 613242-35-6 (S)-2',2'-Dimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 613242-32-3 N,O-Isop-N-Cbz-L-Ser-L-Ser-OMe 
• 613242-33-4 (S)-4-(2-Bromo-1-methoxy-1-methoxycarbonyl-ethylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 1025979-54-7 (S)-4-(1-Methoxycarbonyl-vinylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 613242-34-5 (S)-4-Methoxy-2',2'-dimethyl-4,5,4',5'-tetrahydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester 
• 104499-27-6 (S)-2-benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid 
• 915094-63-2 (S)-2-[(S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionylamino]-3-hydroxypropionic acid methyl ester 
• 915094-64-3 2-[(S)-1-benzyloxycarbonylamino-2-(tert-butyldimethylsilanyloxy)ethyl]oxazole-4-carboxylic acid methyl ester 

Downstream Products

• 613242-51-6 (S)-2''',2'''-Dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 
• 613242-50-5 (S)-2''',2'''-Dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester 
• 613242-49-2 (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester 
• 613242-46-9 (S)-4-[(S)-2-Hydroxy-1-(4-methoxycarbonyl-oxazol-2-yl)-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester 
• 613242-48-1 (S)-4-[2-Bromo-1-methoxy-1-(4-methoxycarbonyl-oxazol-2-yl)-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester 
• 915094-69-8 C₂₆H₃₀N₄O₈Si 
• 915094-68-7 2''-[(S)-1-benzyloxycarbonylamino-2-(tert-butyldimethylsilanyloxy)ethyl][2,4';2',4'']teroxazole-4-carboxylic acid methyl ester 
• 915094-67-6 2-[(S)-1-({2-[(S)-1-benzyloxycarbonylamino-2-(tert-butyldimethylsilanyloxy)ethyl]oxazole-4-carbonyl}amino)-2-hydroxyethyl]oxazole-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Novel polyoxazole-based cyclopeptides from Streptomyces sp. Total synthesis of the cyclopeptide YM-216391 and synthetic studies towards telomestatin

A convergent, complementary, synthetic approach to the contiguously linked tris-oxazole units 10, 11 and 12 in telomestatin (1) and YM-216391 (2) is described. The route involves coupling reactions between oxazole 4-carboxylic acids, viz16a, 16c, 16d and

Design and synthesis of telomestatin derivatives and their inhibitory activity of telomerase

Telomestatin derivatives of 2a-2c, which have macrocyclic bisamide structure, were designed and synthesized. One of these compounds (2a) showed inhibitory activity of telomerase with an 1C50 of 2μM.

Synthesis of the penta-oxazole core of telomestatin in a convergent approach to poly-oxazole macrocycles

The synthesis of the penta-oxazole core of telomestatin whose methyl derivative could be an advanced intermediate in its total synthesis by subsequent condensation with a suitably substituted oxazole was investigated. The biosynthesis of telomestatin was interpreted as a formal assembly of one cysteine, five serine, and two threonine sub-units. The successive use of amines bearing unprotected hydroxymethyl groups permitted iterative assembly of polyoxazoles without the need for repeated protection and deprotection. It also permitted regioselective introduction of substituents at the 5-position of one or more oxazole rings and a variety of analogues to probe telomerase function. The synthetic route also provided several linked polyoxazole systems of increasing complexity and derived from serine as the only amino acid.

Useful synthesis of the longer array oxazole rings for telomestatin

The convenient syntheses of the precursors of the constituting Fragments A, B, A-B, and its macrocyclic compounds for telomestatin, which exhibits strong antitumor activity, were first achieved.