6-氯-5(s)-羟基-3-氧代己酸叔丁酯合成路线 （共 10 条）
反应条件
1: With methanesulfonic acid; zinc in tetrahydrofuran Heating / reflux; 2: 2-bromo-2-tert-butyl acetic acid; (S)-4-chloro-3-trimethylsilyloxybutyronitrile in tetrahydrofuran 1.5 h; Heating / reflux; 3: With hydrogenchloride in tetrahydrofuran; water pH=4; 3 h;
参考文献
LG LIFE SCIENCES LTD.
Patent: WO2004/63132 A1, 2004 ;
Location in patent: Page 6-7 ;
反应条件
1: With t-butylmagnesium chloride in tetrahydrofuran; toluene T=0 - 5°C; 1 h; 2: With lithium diisopropyl amide in tetrahydrofuran; hexane; toluene T=5°C; 19 h;
参考文献
Kaneka Corporation
Patent: US6340767 B1, 2002 ;
Location in patent: Example 5 ;
参考文献
Wolberg, Michael; Hummel, Werner; Wandrey, Christian; Mueller, Michael
Angewandte Chemie - International Edition, 2000 , vol. 39, # 23 p. 4306 - 4308
反应条件
1: With methanesulfonic acid; zinc in tetrahydrofuran Blaise reaction; 0.5 h; 2: With hydrogenchloride in tetrahydrofuran 2 h;
参考文献
Shin, Hyunik; Choi, Bo Seung; Lee, Ki Kon; Choi, Hyeong-Wook; Chang, Jay Hyok; Lee, Kyu Woong; Nam, Do Hyun; Kim, No-Soo
Synthesis, 2004 , # 16 p. 2629 - 2632
反应条件
AmberliteTM XAD-7 resin; baker's yeast whole cells in water T=20°C; 15 h; Title compound not separated from byproducts;
参考文献
Vicario, Jose L.; Job, Andreas; Wolberg, Michael; Mueller, Michael; Enders, Dieter
Organic Letters, 2002 , vol. 4, # 6 p. 1023 - 1026
反应条件
1.1: NaH / tetrahydrofuran / 0.17 h 1.2: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -10 °C 1.3: 58 percent / tetrahydrofuran; hexane / 1.5 h / -60 - -30 °C 2.1: 72 percent / NaDP(1+); Lactobacillus brevis alcohol dehydrogenase / propan-2-ol; various solvent(s) / 14 h / 20 °C / pH 5.5 View Scheme
参考文献
Wolberg, Michael; Hummel, Werner; Mueller, Michael
Chemistry - A European Journal, 2001 , vol. 7, # 21 p. 4562 - 4571
反应条件
1: With diethyl methoxy borane in tetrahydrofuran; methanol T=-70°C; Prasad's (syn-selective) reduction; 0.333333 h; 2: With sodium tetrahydroborate in tetrahydrofuran; methanol T=-70°C; 3 h;
参考文献
Wolberg, Michael; Hummel, Werner; Wandrey, Christian; Mueller, Michael
Angewandte Chemie - International Edition, 2000 , vol. 39, # 23 p. 4306 - 4308
反应条件
1: With diethyl methoxy borane in tetrahydrofuran; methanol T=-70°C; 0.333333 h; 2: With sodium tetrahydroborate in tetrahydrofuran; methanol T=-70°C; 3 h; 3: With dihydrogen peroxide in tetrahydrofuran T=0 - 20°C; pH=9; 0.5 h; Further stages.;
参考文献
Wolberg, Michael; Hummel, Werner; Mueller, Michael
Chemistry - A European Journal, 2001 , vol. 7, # 21 p. 4562 - 4571
反应条件
1.1: B(OMe)Et2 / tetrahydrofuran; methanol / 0.33 h / -70 °C 1.2: NaBH4 / tetrahydrofuran; methanol / 3 h / -70 °C 1.3: 12.8 g / aq. H2O2 / tetrahydrofuran / 0.5 h / 0 - 20 °C / pH 9 2.1: 98 percent / camphorsulfonic acid / acetone / 1.5 h / 25 °C View Scheme
参考文献
Wolberg, Michael; Hummel, Werner; Mueller, Michael
Chemistry - A European Journal, 2001 , vol. 7, # 21 p. 4562 - 4571
反应条件
1: With sodium tetrahydroborate in ethanol
T=0°C;
2: With toluene-4-sulfonic acid in toluene
T=20 - 120°C; 18 h;
参考文献
Job; Wolberg; Mueller; Enders
Synlett, 2001 , # 11 p. 1796 - 1798
