[1]许波洪,张 跃.不对称氢转移合成R- ( - ) - Baclofen[J].常州大学学报(自然科学版),2010,(04):28-30.
 XU Bo- hong,ZHANG Yue.Asymmetric Transfer Hydrogenation to Synthesize R- ( - ) - Baclofen[J].Journal of Changzhou University(Natural Science Edition),2010,(04):28-30.
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不对称氢转移合成R- ( - ) - Baclofen()
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常州大学学报(自然科学版)[ISSN:2095-0411/CN:32-1822/N]

卷:
期数:
2010年04期
页码:
28-30
栏目:
出版日期:
2010-12-25

文章信息/Info

Title:
Asymmetric Transfer Hydrogenation to Synthesize R- ( - ) - Baclofen
作者:
许波洪1 张 跃2
1.南京金凌石化工程设计有限公司, 江苏 南京 210033; 2.常州大学制药与生命科学学院, 江苏 常州 213164
Author(s):
XU Bo- hong 1 ZHANG Yue2
1.Nanjing Jinling Petr ochemical Engineering Co. , Ltd. , Nanjing 210033, China; 2. School o f Pharmaceut ical Eng ineer ing and Life Science, Chang zhou U niversity , Changzho u 213164, China
关键词:
不对称氢化 合成 亲核取代 R- ( - ) - Baclof en
Keywords:
asymmet ric transfer hydrog enation sy nthesize nucleophile R- ( - ) - Baclofen
分类号:
O 622
文献标志码:
A
摘要:
以外消旋的B- 羟基酮酸酯为原料, 通过不对称氢转移的方法, 高效的合成了光学活性的手性中间体B- 羟基酮酸酯, 光 学纯度达到98%, 然后通过亲核取代反应生成了光学活性的B- 氰基丙酮酸酯, 最后还原生成R- ( - ) - Bacl of en 。
Abstract:
By use of asymmet ric tr ansfer hydrog enation, the o pt ical chiral intermediate B- hydrox yester w as o btained w ith high chemical yield ( 91% ) and hig h enant ioselect ivity ( 98% e1 e1 ) . The chiral intermediate β- cynoester w as obtained af ter a nucleophilic reaction. Af ter being reduced w ith NaBH4 , the R- ( - ) - Baclofen w as o btained w ith high enant iomeric excess.

参考文献/References:

[1] Bow ery N G, H ill D R, H udson A L, et al. ( - ) Baclof en decreases n eurot ransmit t er release in th e m am mal ian CNS by an act ion at a novel GABA recept or [J] . Nature, 1980, 283: 92.
[2] Chen evert R, Desjardins M . Chemoenz ymat ic synthesis of both enant iomers of baclof en [J] . T et rahedron Let t , 1991, 32: 4 2491
[3] Mazzini C, Lebret on J, Alph and V, et al. A chemoenz ymat ic st rat egy for the synth esis of en ant iopur e ( R) - ( - ) - baclof en [J] . Tet rah edron Let t , 1997, 38: 1 195.
[4] T hakur V V, Nikalje M D, Sudalai A. Enant ioselecti ve synthes is of ( R) - ( - ) - baclof en via Ru ( ? ) - BINAP cat a - l yz ed asym met ric hydrogenat ion [J] . T et rahed ron : Asymmet ry, 2003, 14: 581.
[5] Mat sumura K, Hashi gu chi S, Ikariya T , et al . Asym met ric t ran sf er hydrogen at ion of A, B- acet ylen ic ketones [J] . J Am Chem Soc, 1997, 119: 8 738- 8 739.

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备注/Memo

备注/Memo:
作者简介: 许波洪( 1966- ) , 男, 江苏南京人, 工程师。
更新日期/Last Update: 2010-12-25