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【结 构 式】 
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【分子编号】62580 【品名】(1R)-1-[4-(benzyloxy)-3-(hydroxymethyl)phenyl]-2-bromo-1-ethanol 【CA登记号】 |
【 分 子 式 】C16H17BrO3 【 分 子 量 】337.21318 【元素组成】C 56.99% H 5.08% Br 23.7% O 14.23% |
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：(II)The enantioselective reduction of the phenacyl bromide (I) by means of a culture of Rhodotolule rubra in water gives the a(R)-hydroxy enantiomer (II), which is treated with K2CO3 in refluxing ethanol to yield the chiral epoxide (III). The condensation of (III) with 6-(4-phenylbutoxy)hexylamine (IV) by means of N,O-bis(trimethylsilyl)acetamide (TMSA) in hot DMSO affords the benzylated precursor (V), which is finally deprotected by means of H2,Pd/C in water to provide the target (R)-salmeterol.
| 【1】 Goswami, J.; et al.; A conventient stereoselective synthesis of (R)-(-)-denopamine and (R)-(-)-salmeterol. Tetrahedron Asymmetry 2001, 12, 24, 3343. |
| 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) | 62579 | 1-[4-(benzyloxy)-3-(hydroxymethyl)phenyl]-2-bromo-1-ethanone | C16H15BrO3 | 详情 | 详情 | |
| (II) | 62580 | (1R)-1-[4-(benzyloxy)-3-(hydroxymethyl)phenyl]-2-bromo-1-ethanol | C16H17BrO3 | 详情 | 详情 | |
| (III) | 62581 | {2-(benzyloxy)-5-[(2R)oxiranyl]phenyl}methanol | C16H16O3 | 详情 | 详情 | |
| (IV) | 62577 | 6-(4-phenylbutoxy)-1-hexanamine; 6-(4-phenylbutoxy)hexylamine | C16H27NO | 详情 | 详情 | |
| (V) | 62582 | (1R)-1-[4-(benzyloxy)-3-(hydroxymethyl)phenyl]-2-{[6-(4-phenylbutoxy)hexyl]amino}-1-ethanol | C32H43NO4 | 详情 | 详情 |
Extended Information