| 生物素中间体:四氢-7-乙氧羰基-3,3-五亚甲基-5-硫代-1-戊基-3H,5H-咪唑并[1,5c]噻唑的合成 |
| |
| 引用本文： | 汪雪锋,宋华付,丁绍民.生物素中间体:四氢-7-乙氧羰基-3,3-五亚甲基-5-硫代-1-戊基-3H,5H-咪唑并[1,5c]噻唑的合成[J].精细化工,2003,20(1):56-57,59. |
| |
| 作者姓名： | 汪雪锋 宋华付 丁绍民 |
| |
| 作者单位： | 1. 北京理工大学,材料中心,北京,100081
2. 北京春甫应用技术研究,中心,北京,100095 |
| |
| 摘 要： | 以正庚醛为起始原料 ,α 溴化后与环己酮、氨、硫氢化钠反应合成 2 ,2 五亚甲基 5 戊基 3 噻唑啉 ,再用三氟化硼催化后 ,与异硫氰基乙酸乙酯的锂衍生物反应合成生物素中间体四氢 7 乙氧羰基 3 ,3 五亚甲基 5 硫代 1 戊基 3H ,5H 咪唑并 1,5c]噻唑 ,收率达 17 1% ,通过 3步反应建立了生物素的立体化学骨架
|
| 关 键 词： | 四氢-7-乙氧羰基-3 3-五亚甲基-5-硫代-1-戊基-3H 5H-咪唑并[1 5c]噻唑 生物素 正庚醛 |
| 文章编号： | 1003-5214(2003)01-0056-03 |
Intermediate of Biotin:Synthesis of Tetrahydro-7-ethoxycarbonyl-3,3-pentamethylene-5-thioxo-1-pentyl-3H,5H-imidazo[1,5c]thiazole |
| |
| WANG Xue-feng ,SONG Hua-fu ,DING Shao-min.Intermediate of Biotin:Synthesis of Tetrahydro-7-ethoxycarbonyl-3,3-pentamethylene-5-thioxo-1-pentyl-3H,5H-imidazo[1,5c]thiazole[J].Fine Chemicals,2003,20(1):56-57,59. |
| |
| Authors: | WANG Xue-feng SONG Hua-fu DING Shao-min |
| |
| Affiliation: | WANG Xue-feng 1,SONG Hua-fu 1,DING Shao-min 2 |
| |
| Abstract: | Using heptaldehyde as starting material,an intermediate of biotin,tetrahydro-7-ethoxycarbonyl-3,3-pentamethylene-5-thioxo-1-pentyl-3H,5H-imidazothiazole(Ⅲ),was synthesized via three step reactions in total yield of 17.1%.Bromination of heptaldehyde gave α-bromoheptaldehyde(Ⅰ).2,2-Pentamethylene-5-pentyl-3-thiazoline(Ⅱ) was achieved by reacting Ⅰwith cyclohexanone,ammonia and sodium hydrosulfide.Ⅱ,activated by BF_3,reacted with lithium derivative of ethyl isothiocyanatoacetate to give Ⅲ.Thus the requisite biotin stereochemical skeletal structure is established. |
| |
| Keywords: | tetrahydro-7-ethoxycarbonyl-3 3-pentamethylene-5-thioxo-1-pentyl-3H 5H-imidazothiazole biotin heptaldehyde |
| 本文献已被 CNKI 维普 万方数据 等数据库收录！ |
|
