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【结 构 式】 
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【分子编号】59218 【品名】3-[[(benzyloxy)carbonyl](ethyl)amino]propyl methanesulfonate 【CA登记号】 |
【 分 子 式 】C14H21NO5S 【 分 子 量 】315.39048 【元素组成】C 53.32% H 6.71% N 4.44% O 25.36% S 10.17% |
合成路线1
该中间体在本合成路线中的序号：(V)Alkylation of ethylamine (II) with 3-chloro-1-propanol (I) in a pressure vessel furnished 3-(ethylamino)-1-propanol (III). After protection of the secondary amine group of (III) upon treatment with benzyl chloroformate, the resultant N-(3-hydroxypropyl)carbamate (IV) was activated as the mesylate ester (V) with methanesulfonyl chloride and triethylamine.
| 【1】 Mignonac, S.; Guy, A.; De Lamer, V. (Sanofi-Synthelabo); Preparation of polyamine(s), substd. on terminal nitrogen atoms. FR 2714052 . |
| 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) | 19490 | 3-chloro-1-propanol | 627-30-5 | C3H7ClO | 详情 | 详情 |
| (II) | 10928 | Ethanamine | 75-04-7 | C2H7N | 详情 | 详情 |
| (III) | 59216 | 3-(ethylamino)-1-propanol | C5H13NO | 详情 | 详情 | |
| (IV) | 59217 | benzyl ethyl(3-hydroxypropyl)carbamate | C13H19NO3 | 详情 | 详情 | |
| (V) | 59218 | 3-[[(benzyloxy)carbonyl](ethyl)amino]propyl methanesulfonate | C14H21NO5S | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(V)1,3-Diaminopropane (VI) was protected as the bis-sulfonamide (VIII) by acylation with mesitylenesulfonyl chloride (VII). The sodium salt of sulfonamide (VIII) was then alkylated with mesylate (V) in cold DMF/toluene to provide the fully protected tetraamine (IX). The sulfonyl and carbamate protecting groups of (IX) were finally removed by treatment with HCl in the presence of phenol at 80 C.
| 【1】 Mignonac, S.; Guy, A.; De Lamer, V. (Sanofi-Synthelabo); Preparation of polyamine(s), substd. on terminal nitrogen atoms. FR 2714052 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 59218 | 3-[[(benzyloxy)carbonyl](ethyl)amino]propyl methanesulfonate | C14H21NO5S | 详情 | 详情 | |
| (VI) | 19331 | 3-aminopropylamine; 1,3-propanediamine | 109-76-2 | C3H10N2 | 详情 | 详情 |
| (VII) | 41158 | 2,4,6-trimethylbenzenesulfonyl chloride | 773-64-8 | C9H11ClO2S | 详情 | 详情 |
| (VIII) | 59219 | N-{3-[(mesitylsulfonyl)amino]propyl}-2,4,6-trimethylbenzenesulfonamide | C21H30N2O4S2 | 详情 | 详情 | |
| (IX) | 59220 | benzyl ethyl[12-ethyl-4,8-bis(mesitylsulfonyl)-13-oxo-15-phenyl-14-oxa-4,8,12-triazapentadec-1-yl]carbamate | C47H64N4O8S2 | 详情 | 详情 |