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【结 构 式】

【分子编号】42565

【品名】(6-bromo-2-naphthyl)methyl tert-butyl(dimethyl)silyl ether; [(6-bromo-2-naphthyl)methoxy](tert-butyl)dimethylsilane

【CA登记号】

【 分 子 式 】C17H23BrOSi

【 分 子 量 】351.35852

【元素组成】C 58.11% H 6.6% Br 22.74% O 4.55% Si 7.99%

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:(X)

Reagent (XI) can be prepared as follows: Reduction of carboxylic acid (IX) with LiAlH4 in Et2O or BH3 in THF followed by alcohol protection with TBDMSCl in CH2Cl2 in the presence of TEA and DMAP yields silyl ether (X). Derivative (X) is finally converted into Grignard reagent (XI) by means of Mg in THF or, alternatively, by treatment with t-BuLi in THF followed by MgBr2 in CH2Cl2 in the presence of TEA.

1 Greenlee, M.L.; et al.; 2-Naphthylcarbapenems: Broad spectrum antibiotics with enhanced potency against MRSA. Bioorg Med Chem Lett 1999, 9, 19, 2893.
2 DiNinno, F.P.; Greenlee, M.L. (Merck & Co., Inc.); 2-Naphthyl-carbapenem antibacterial agents. EP 0466254; JP 1992253980; US 5032587 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(IX) 42564 6-Bromo-2-naphthoic acid;(6-Bromonaphthalen-2-yl)acetic acid;6-Bromo-2-naphthalenecarboxylic acid 5773-80-8 C11H7BrO2 详情 详情
(X) 42565 (6-bromo-2-naphthyl)methyl tert-butyl(dimethyl)silyl ether; [(6-bromo-2-naphthyl)methoxy](tert-butyl)dimethylsilane C17H23BrOSi 详情 详情
(XI) 42559 bromo[6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2-naphthyl]magnesium C17H23BrMgOSi 详情 详情
Extended Information