A practical and efficient preparation of (S)2-benzylsuccinic acid: A key acid synthon of KAD-1229
文献类型：期刊论文
| 作者 | Liu, JC; Yang, YS ; Ji, RY
|
| 刊名 | SYNTHETIC COMMUNICATIONS
 |
| 出版日期 | 2004-07 |
| 卷号 | 34期号:14页码:2633-2640 |
| 关键词 | KAD-1229 (S)-2-benzylsuccinic acid camphorsultam |
| ISSN号 | 0039-7911 |
| DOI | 10.1080/SCC-20025625 |
| 文献子类 | Article |
| 英文摘要 | This report describes a practical and an efficient synthesis of (S)-2-benzyl-succinic acid, which was employed as a key intermediate for hypoglycemic KAD-1229 by means of asymmetric alkylation of N-acylsultam. The condensation Of D-(-)-camphorsultam with 3-phenylpropionyl chloride gave N-acylsultam 1. N-acylsultam I reacted with 1. 1 equimolar amount of sodium amide base to form chiral enolate, followed by alkylation with tert-butyl bromoacetate to afford 2. Cleavage of ester and saponification with H2O2-LiOH provided the desired compound 5 with excellent yield and high optical purity. |
| WOS关键词 | SULFONYLUREA HYPOGLYCEMIC AGENT ; ASYMMETRIC HYDROGENATION ; DERIVATIVES ; INHIBITORS ; COMPLEX ; RAT |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000223207400015 |
| 出版者 | MARCEL DEKKER INC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/274055]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Yang, YS |
| 作者单位 | Chinese Acad Sci, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, State Key Lab Durg Res, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Liu, JC,Yang, YS,Ji, RY. A practical and efficient preparation of (S)2-benzylsuccinic acid: A key acid synthon of KAD-1229[J]. SYNTHETIC COMMUNICATIONS,2004,34(14):2633-2640. |
| APA | Liu, JC,Yang, YS,&Ji, RY.(2004).A practical and efficient preparation of (S)2-benzylsuccinic acid: A key acid synthon of KAD-1229.SYNTHETIC COMMUNICATIONS,34(14),2633-2640. |
| MLA | Liu, JC,et al."A practical and efficient preparation of (S)2-benzylsuccinic acid: A key acid synthon of KAD-1229".SYNTHETIC COMMUNICATIONS 34.14(2004):2633-2640. |
入库方式： OAI收割
来源：上海药物研究所
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