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【结 构 式】

【分子编号】30152

【品名】(4R,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]heptane-3,7-dione

【CA登记号】

【 分 子 式 】C23H32N2O7Si

【 分 子 量 】476.60186

【元素组成】C 57.96% H 6.77% N 5.88% O 23.5% Si 5.89%

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:(XL)

Diazoketone (XXXIX), prepared by silyl protection of the precursor (XXXVIII), was cyclized in the presence of Rh(II) catalyst to produce oxocarbapenem (XL). Treatment of (XL) with Tf2O and 2,2,6,6-tetramethylpiperidine yielded vinyl triflate (XLI). Hydroxymethylation of (XLI) was then achieved by cross coupling with tributylstannylmethanol in the presence of Pd catalyst to furnish (XLII).

1 Yasuda, N.; et al.; Preparation of anti-MRS carbapenem L-786,392. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-31.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XXXVIII) 30150 (3S,4R)-3-((1R)-1-Hydroxyethyl)-4[(1R)-1-methyl-3-diazo-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl]azetidin-2-one 137391-68-5 C17H18N4O7 详情 详情
(XXXIX) 30151 2-Diazo-3-oxo-4(R)-[3(S)-[1(R)-(triethylsilyloxy)ethyl]-4-oxoazetidin-2(R)-yl]pentanoic acid 4-nitrobenzyl ester C23H32N4O7Si 详情 详情
(XL) 30152 (4R,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]heptane-3,7-dione C23H32N2O7Si 详情 详情
(XLI) 30153 (4R,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl trifluoromethanesulfonate C24H31F3N2O9SSi 详情 详情
(XLII) 30154 (4S,5R,6S)-3-(hydroxymethyl)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-7-one C24H34N2O7Si 详情 详情
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