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【结 构 式】

【分子编号】40741

【品名】 

【CA登记号】

【 分 子 式 】C38H69NO11

【 分 子 量 】715.966

【元素组成】C 63.75% H 9.71% N 1.96% O 24.58%

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:(I)

The selective acetylation of erythromycin B (I) with acetic anhydride in methylene chloride gives the 2'-O-acetyl derivative (II), which is treated with thiocarbonyldiimidazole (CSDI) and DMAP in dichloromethane to yield the 4''-O-thiocarbonyl derivative (III). The reduction of (III) with Bu3SnH in refluxing toluene affords 2'-O-acetyl-4''-deoxyerythromycin B (IV), which is deacetylated in refluxing methanol giving 4''-deoxyerythromycin B (V). The reaction of (V) with AcOH and NaHCO3 yields the hemiketal (VI), which is demethylated at the NMe2 group by means of I2, NaOAc and Na2S2O3 affording the methylamino compound (VII). Finally, this compound is submitted to a reductive alkylation with acetaldehyde (VII) and H2 over Pd/C in methanol.

1 Lartey, P.A.; Nellans, H.N.; Klein, L.L.; Faghih, R. (Abbott Laboratories Inc.); 4''-Deoxyerythromycin derivs.. EP 0623021; JP 1994511257; US 5578579; WO 9313780 .
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) 40741   C38H69NO11 详情 详情
(II) 40742   C40H71NO12 详情 详情
(III) 40743   C44H73N3O12S 详情 详情
(IV) 40744   C40H71NO11 详情 详情
(V) 40745   C38H69NO10 详情 详情
(VI) 40746   C38H67NO9 详情 详情
(VII) 40747   C37H65NO9 详情 详情
(VIII) 11974 Acetaldehyde 75-07-0 C2H4O 详情 详情
Extended Information