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【结 构 式】 
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【分子编号】12351 【品名】Sodium 1-amino-2-(sulfonatooxy)ethane 【CA登记号】 |
【 分 子 式 】C2H6NNaO4S 【 分 子 量 】163.129748 【元素组成】C 14.73% H 3.71% N 8.59% Na 14.09% O 39.23% S 19.66% |
合成路线1
该中间体在本合成路线中的序号：(XIII)The chiral sulfonate [(R)-IX] has been obtained in a different way: The cyclization of 2(S)-(benzyloxymethyl)oxirane (XII) with 2-aminoethyl hydrogen sulfate sodium salt (XIII) by means of NaOH in methanol gives 2(R)-(benzyloxymethyl)morpholine (XIV), which is debenzylated by hydrogenation with H2 over Pd/C in ethanol to the chiral alcohol (XV). The condensation of (XV) with 4-fluorobenzyl chloride (XVI) by means of K2CO3 and NaI in refluxing butanone affords 4-(4-fluorobenzyl)-2(R)-(hydroxymethyl)morpholine (XVII), which is finally tosylated with tosyl chloride as before to afford [(R)-IX], already obtained.
| 【1】 Morie, T.; Kato, S.; Harada, H.; Yoshida, N.; Matsumoto, J.; Synthesis and biological activities of the optical isomers of (±)-4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide (mosapride). Chem Pharm Bull 1994, 42, 4, 877. |
| 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) | 12346 | [(2R)-4-(4-fluorobenzyl)-1,4-oxazinan-2-yl]methyl phenylmethanesulfonate | C19H22FNO4S | 详情 | 详情 | |
| (XII) | 12350 | Benzyl (2R)oxiranylmethyl ether; (2R)-2-[(Benzyloxy)methyl]oxirane | 14618-80-5 | C10H12O2 | 详情 | 详情 |
| (XIII) | 12351 | Sodium 1-amino-2-(sulfonatooxy)ethane | C2H6NNaO4S | 详情 | 详情 | |
| (XIV) | 12352 | Benzyl (2R)-1,4-oxazinan-2-ylmethyl ether; (2R)-2-[(Benzyloxy)methyl]-1,4-oxazinane | C12H17NO2 | 详情 | 详情 | |
| (XV) | 12353 | (2R)-1,4-Oxazinan-2-ylmethanol | C5H11NO2 | 详情 | 详情 | |
| (XVI) | 12354 | 4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene | 352-11-4 | C7H6ClF | 详情 | 详情 |
| (XVII) | 12344 | [4-(4-fluorobenzyl)-2-morpholinyl]methyl 4-methylbenzenesulfonate | C19H22FNO4S | 详情 | 详情 |