• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】32020

【品名】(1S,5S)-4-(2-bromoacetyl)-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione

【CA登记号】

【 分 子 式 】C12H18BrNO3S

【 分 子 量 】336.24986

【元素组成】C 42.86% H 5.4% Br 23.76% N 4.17% O 14.27% S 9.54%

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:(IV)

The reaction of the labeled acylated (+)-bornane-10,2-sultam (IV) with triethyl phosphite gives the phosphonate (V), which is treated with paraformaldehyde, galvinoxyl and K2CO3 yielding the acrylate derivative (VI). The cyclization of (VI) with butadiene (VII) by means of diethylaluminum chloride and galvinoxyl (as radical scavenger) affords the cyclohexene-carboxamide derivative (VIII), which is hydrolyzed with LiOH in THF/water giving the (1R)-3-cyclohexenecarboxylic acid (IX). The oxidation of (IX) with m-chloroperbenzoic acid and triethylamine in CCl4 yielded regioselectively the hydroxylactone (X), which is finally hydrolyzed with HCl to the labeled intermediate (I).

1 Moenius, T.; et al.; C-14 labelling of NVP RAD001 - A new rapamycin derivative. J Label Compd Radiopharm 1999, 42, 1, 29.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 32019 (1R,3R,4R)-3,4-dihydroxycyclohexanecarboxylic acid C7H12O4 详情 详情
(I) 45302 (1R,3R,4R)-3,4-dihydroxycyclohexanecarboxylic acid C7H12O4 详情 详情
(IV) 32020 (1S,5S)-4-(2-bromoacetyl)-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione C12H18BrNO3S 详情 详情
(IV) 45305 (1S,5S)-4-(2-bromoacetyl)-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione C12H18BrNO3S 详情 详情
(V) 32021 diethyl 2-[(1S,5S)-10,10-dimethyl-3,3-dioxo-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]dec-4-yl]-2-oxoethylphosphonate C16H28NO6PS 详情 详情
(V) 45306 diethyl 2-[(1S,5S)-10,10-dimethyl-3,3-dioxo-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]dec-4-yl]-2-oxoethylphosphonate C16H28NO6PS 详情 详情
(VI) 32022 (1S,5S)-4-acryloyl-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione C13H19NO3S 详情 详情
(VI) 45307 (1S,5S)-4-acryloyl-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione C13H19NO3S 详情 详情
(VII) 11579 1,3-Butadiene; Butadiene 106-99-0 C4H6 详情 详情
(VIII) 32023 (1S,5S)-4-[(1R)-3-cyclohexen-1-ylcarbonyl]-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione C17H25NO3S 详情 详情
(VIII) 45308 (1S,5S)-4-[(1R)-3-cyclohexen-1-ylcarbonyl]-10,10-dimethyl-3lambda(6)-thia-4-azatricyclo[5.2.1.0(1,5)]decane-3,3-dione C17H25NO3S 详情 详情
(IX) 11581 (1R)-3-Cyclohexene-1-carboxylic acid C7H10O2 详情 详情
(IX) 45309 (1R)-3-cyclohexene-1-carboxylic acid C7H10O2 详情 详情
(X) 11528 (1R,4R,5R)-4-Hydroxy-6-oxabicyclo[3.2.1]octan-7-one C7H10O3 详情 详情
(X) 45310 (1R,4R,5R)-4-hydroxy-6-oxabicyclo[3.2.1]octan-7-one C7H10O3 详情 详情
Extended Information