benzyl 4-[(5S,8S,11R)-8-isopropyl-11-nonyl-3,6,9,13-tetraoxo-1,4,7,10-tetraazacyclotridecan-5-yl]butylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】31072

【品名】benzyl 4-[(5S,8S,11R)-8-isopropyl-11-nonyl-3,6,9,13-tetraoxo-1,4,7,10-tetraazacyclotridecan-5-yl]butylcarbamate

【CA登记号】

【分子式】C₃₃H₅₃N₅O₆

【分子量】615.81392

【元素组成】C 64.36% H 8.67% N 11.37% O 15.59%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(XIV)

Elimination of the tert-butoxycarbonyl group of (XII) by treatment with TFA in dichloromethane gives the tetrapeptide (XIII), which is cyclized by means of diphenylphosphorylazide (DPPA) and NaHCO3 in DMF yielding the protected target compound (XIV). Finally, this compound is hydrogenated with H2 over Pd/C in THF to eliminate the benzyloxycarbonyl protecting group.

参考文献中间体

合成目标

【1】 Sakai, K.; Yoshioka, T.; Agematu, H.; Chiba, H.; Dobashi, K.; Rhodopeptins, novel cyclic tetrapeptides with antifungal activities from Rhodococcus sp. III. Synthetic study of rhodopeptins. J Antibiot 1999, 52, 8, 710.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	31068	(9S,12S,15R)-9-(4-[[(benzyloxy)carbonyl]amino]butyl)-12-isopropyl-2,2-dimethyl-15-nonyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazaheptadecan-17-oic acid	C₃₈H₆₃N₅O₉	详情	详情
(XIII)	31071	(9S,12S,15R)-9-[(2-aminoacetyl)amino]-12-isopropyl-15-nonyl-3,10,13-trioxo-1-phenyl-2-oxa-4,11,14-triazaheptadecan-17-oic acid	C₃₃H₅₅N₅O₇	详情	详情
(XIV)	31072	benzyl 4-[(5S,8S,11R)-8-isopropyl-11-nonyl-3,6,9,13-tetraoxo-1,4,7,10-tetraazacyclotridecan-5-yl]butylcarbamate	C₃₃H₅₃N₅O₆	详情	详情

Extended Information