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【结 构 式】 
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【分子编号】33045 【品名】(2R,3S)-2-(azidomethyl)tetrahydro-3-furanyl methanesulfonate 【CA登记号】 |
【 分 子 式 】C6H11N3O4S 【 分 子 量 】221.23716 【元素组成】C 32.57% H 5.01% N 18.99% O 28.93% S 14.49% |
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：(XI)1,2-Dideoxy-D-ribose (IX) was converted to bismesylate (X) upon treatment with methanesulfonyl chloride and pyridine. Displacement of the primary mesylate group of (X) with LiN3 in DMF gave azide (XI). The secondary mesylate group was further displaced with potassium thioacetate to provide (XII). Thiol (XIII) was then prepared by hydrolysis of the thioester function with NaOMe in THF.
| 【1】 Lin, Y.-I.; Bitha, P.; Sakya, S.; Strohmeyer, T.W.; Bush, K. (American Cyanamid Co.); Novel 2-thiosubstd. carbapenems. CA 2118961; EP 0617036; JP 1994321948; US 5602118 . |
| 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) | 33043 | (2R,3S)-2-(hydroxymethyl)tetrahydro-3-furanol | C5H10O3 | 详情 | 详情 | |
| (X) | 33044 | (2R,3S)-2-[[(methylsulfonyl)oxy]methyl]tetrahydro-3-furanyl methanesulfonate | C7H14O7S2 | 详情 | 详情 | |
| (XI) | 33045 | (2R,3S)-2-(azidomethyl)tetrahydro-3-furanyl methanesulfonate | C6H11N3O4S | 详情 | 详情 | |
| (XII) | 33046 | S-[(2R,3R)-2-(azidomethyl)tetrahydro-3-furanyl] ethanethioate | C7H11N3O2S | 详情 | 详情 | |
| (XIII) | 33047 | (2R,3R)-2-(azidomethyl)tetrahydro-3-furanthiol; (2R,3R)-2-(azidomethyl)tetrahydro-3-furanylhydrosulfide | C5H9N3OS | 详情 | 详情 |
Extended Information