CAS: 40435-14-1; (S)-2-Hydroxy-2-Phenylethyl 4-Methylbenzenesulfonate

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(S)-(+)-扁桃酸置于吡啶,硼烷四氢呋喃络合物体系中,用 四氢呋喃 作为反应溶剂,化学反应 9.0H,反应生成 (S)-(+)-1-苯基-1,2-乙二醇对甲苯磺酸酯
参考文献:大鼠肝谷胱甘肽s-转移酶同工酶催化的共轭反应的立体化学方面.
标题:大鼠肝谷胱甘肽s-转移酶同工酶催化的共轭反应的立体化学方面.
摘要:用大鼠肝脏部分纯化的同工酶研究了谷胱甘肽s-转移酶催化的卤代苯乙基卤化物结合中的底物对映选择性.测试的所有同工酶均具有与苯乙基氯可测量的活性.转移酶a是测试最活跃的同工酶.每种同工酶都表现出高度的底物对映选择性,其中转移酶a是最对映选择性的同工酶.通过酶促形成的非对映体产物的高压液相色谱分析确定对映选择性.研究了限制谷胱甘肽浓度对转移酶的立体化学结果的影响.手性底物(S)-苯乙基氯化物(4 Mm)催化了偶联反应.在低至25 Microm的谷胱甘肽浓度下,酶促反应的立体化学过程没有明显改变.共轭作用的主要产物在苄基碳上具有相反的立体化学,表明该反应主要以构型反转进行.研究了谷胱甘肽共轭物s-[((R)-1-苯基乙基]谷胱甘肽,S-[((S)-1-苯基乙基]谷胱甘肽,S-苄基谷胱甘肽和s-甲基谷胱甘肽)作为转移酶a抑制剂的催化共轭1-氯-2,4-二硝基苯.抑制效力的顺序是:S-[((S)-1
DOI:10.1021/jm00355A014

专利信息

专利号:US-6838581-B2
优先权日:2002-12-04
标题:Process for the preparation of enantiomerically pure 3-phenyl-3-hydroxypropylamine
发明人：KUMAR PRADEEP; PANDEY RAJESH KUMAR
权利人:COUNCIL SCIENT IND RES
摘要:The present invention relates to an improved process for the synthesis of enantiomerically pure 3-phenyl-3-hydroxypropylamine of formula I; more particularly the present invention relates to the said process using styrene; n n nthe synthetic strategy features a Sharpless asymmetric dihydroxylation (SAD) route to the target compound, using styrene, a readily accessible starting material gives the optically pure dihydroxy compound (ee >97%; the selective monotosylation of primary alcohol, nucleophilic displacement by cyano and subsequent reduction to amino group furnishes the desired 3-phenyl-3-hydroxypropylamine in enatiomerically pure form, a key intermediate in the synthesis of variety of oxetine related anti-depressant drugs.