| (S)-3-苯基-2-氨基丙硫醇盐酸盐的合成 |
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| 引用本文： | 葛健锋,沈宗旋,刘伟星,张雅文. (S)-3-苯基-2-氨基丙硫醇盐酸盐的合成[J]. 化学研究, 2003, 14(4): 30-32 |
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| 作者姓名： | 葛健锋 沈宗旋 刘伟星 张雅文 |
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| 作者单位： | 苏州大学,材料工程学院,江苏,苏州,215006;苏州大学,化学化工学院,江苏,苏州,215006 |
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| 摘 要： | 以L 苯丙氨酸为原料经还原反应得到氨基醇,用Boc基团进行氨基保护后得到(S) 3 苯基 2 叔丁氧羰基氨基 1 丙醇,甲磺酰化后与硫代乙酸钾在DMF中反应得到(S) 3 苯基 2 叔丁氧羰基氨基 1 丙硫醇乙酸酯,再分别脱除乙酰基,氨基保护基后得到(S) 3 苯基 2 氨基丙硫醇盐酸盐.并用元素分析、红外光谱、核磁共振等手段对中间体和目标化合物进行了表征.
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| 关 键 词： | (S)-3-苯基-2-氨基丙硫醇盐酸盐 不对称合成 L-苯丙氨酸 |
| 文章编号： | 1008-1011(2003)04-0030-03 |
| 修稿时间： | 2003-07-03 |
Synthesis of (S)-2-Amino-3-phenyl-propane-1-thiol Hydrochloride |
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| GE Jian-feng,SHEN Zong-xuan,LIU Wei-xing,ZHANG Ya-wen. Synthesis of (S)-2-Amino-3-phenyl-propane-1-thiol Hydrochloride[J]. Chemical Research, 2003, 14(4): 30-32 |
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| Authors: | GE Jian-feng SHEN Zong-xuan LIU Wei-xing ZHANG Ya-wen |
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| Affiliation: | GE Jian-feng~1,SHEN Zong-xuan~2,LIU Wei-xing~1,ZHANG Ya-wen |
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| Abstract: | The synthesis of (S)-2-amino-3-phenyl-propane-1-thiol hydrochloride from L-phenylalanine was reported. L-phenylalanine reduced to the corresponding amino alcohol, protection of the amino group using tert-butyl pyrocarbonate gave (S)-2-tert-butoxycarbonylamino-3-phenylpropane-1-ol, which was then O-mesylated and treated with potassium thioacetate in DMF to give 1-acetylmercapto-2-tert- butoxycarbonylamino-3-phenylpropane. After the acetyl group was removed with ammonia in alcohol and the tert-butoxycarbonyl group was deprotected with hydrochloric acid, the desired target molecule was obtained. The structure of intermediate and target molecule was conformed by element analysis, IR and()~1HNMR. |
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| Keywords: | (S)-2-amino-3-phenyl-propane-1-thiol hydrochloride asymmetric synthesis L-phenylalanine |
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