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【结 构 式】 
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【分子编号】31406 【品名】3-azetidinylhydrosulfide; 3-azetidinethiol 【CA登记号】 |
【 分 子 式 】C3H7NS 【 分 子 量 】89.16132 【元素组成】C 40.41% H 7.91% N 15.71% S 35.96% |
合成路线1
该中间体在本合成路线中的序号：(XIII)1-azabicyclobutane (III) was opened with thioacetic acid with concomitant N-acetylation yielding (XII). Further acid hydrolysis of (XII) gave 3-mercaptoazetidine (XIII). Condensation of (XIII) with either 2-(methylthio)thiazoline (V) or 2-chloroethyl isothiocyanate (VII) then produced thiazolinylazetidine (XI).
| 【1】 Abe, T.; Isoda, T.; Sato, C.; Mihira, A.; Tamai, S.; Kumagai, T. (Lederle (Japan), Ltd.); 2-(1-(1,3-Thiazolin-2-yl)azetidin-3-yl)thio-carbapenem derivs.. EP 0632039; EP 0717042; JP 1996053453; US 5534510; US 5659043; US 5783703 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 12893 | Ethanethioic S-acid | C2H4OS | 详情 | 详情 | ||
| (III) | 31396 | 1-azabicyclo[1.1.0]butane | C3H5N | 详情 | 详情 | |
| (V) | 31398 | 2-(methylsulfanyl)-4,5-dihydro-1,3-thiazole; 4,5-dihydro-1,3-thiazol-2-yl methyl sulfide | 19975-56-5 | C4H7NS2 | 详情 | 详情 |
| (VII) | 31400 | 2-chloroethyl isothiocyanate; 1-chloro-2-isothiocyanatoethane | 6099-88-3 | C3H4ClNS | 详情 | 详情 |
| (XI) | 31404 | 1-(4,5-dihydro-1,3-thiazol-2-yl)-3-azetidinylhydrosulfide; 1-(4,5-dihydro-1,3-thiazol-2-yl)-3-azetidinethiol | 179337-57-6 | C6H10N2S2 | 详情 | 详情 |
| (XII) | 31405 | S-(1-acetyl-3-azetidinyl) ethanethioate | C7H11NO2S | 详情 | 详情 | |
| (XIII) | 31406 | 3-azetidinylhydrosulfide; 3-azetidinethiol | C3H7NS | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(XIII)1-azabicyclobutane (III) was opened with thioacetic acid with concomitant N-acetylation yielding (XII). Further acid hydrolysis of (XII) gave 3-mercaptoazetidine (XIII). Condensation of (XIII) with either 2-(methylthio)thiazoline (V) or 2-chloroethyl isothiocyanate (VII) then produced thiazolinylazetidine (XI).
| 【1】 Abe, T.; Isoda, T.; Sato, C.; Mihira, A.; Tamai, S.; Kumagai, T. (Lederle (Japan), Ltd.); 2-(1-(1,3-Thiazolin-2-yl)azetidin-3-yl)thio-carbapenem derivs.. EP 0632039; EP 0717042; JP 1996053453; US 5534510; US 5659043; US 5783703 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 12893 | Ethanethioic S-acid | C2H4OS | 详情 | 详情 | ||
| (III) | 31396 | 1-azabicyclo[1.1.0]butane | C3H5N | 详情 | 详情 | |
| (V) | 31398 | 2-(methylsulfanyl)-4,5-dihydro-1,3-thiazole; 4,5-dihydro-1,3-thiazol-2-yl methyl sulfide | 19975-56-5 | C4H7NS2 | 详情 | 详情 |
| (VII) | 31400 | 2-chloroethyl isothiocyanate; 1-chloro-2-isothiocyanatoethane | 6099-88-3 | C3H4ClNS | 详情 | 详情 |
| (XI) | 31404 | 1-(4,5-dihydro-1,3-thiazol-2-yl)-3-azetidinylhydrosulfide; 1-(4,5-dihydro-1,3-thiazol-2-yl)-3-azetidinethiol | 179337-57-6 | C6H10N2S2 | 详情 | 详情 |
| (XII) | 31405 | S-(1-acetyl-3-azetidinyl) ethanethioate | C7H11NO2S | 详情 | 详情 | |
| (XIII) | 31406 | 3-azetidinylhydrosulfide; 3-azetidinethiol | C3H7NS | 详情 | 详情 |