(S)-(+)-2-癸醇合成路线 (共 20 条)
反应条件
1: 1-n-heptylbromide With methylmagnesium bromide; magnesium in tetrahydrofuran T=0°C; 1 h; Inert atmosphere; 2: (S)-(-)-propylene oxide With copper dilithium tetrachloride in tetrahydrofuran T=-78 - 20°C; 1.5 h; Inert atmosphere; 3: With water; ammonium chloride in tetrahydrofuran Inert atmosphereCooling with ice;
参考文献
Taguri, Tomonori; Yamakawa, Rei; Fujii, Toru; Muraki, Yuta; Ando, Tetsu
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 852 - 858
反应条件
alcohol dehydrogenase from Lactobacillus kefir; alcohol dehydrogenase from Rhodococcus ruber DSM 44541; YcnD-oxidoreductase T=30°C; pH=7.5; 3 h; aq. bufferResolution of racemateEnzymatic reaction; optical yield given as percent eeenantiospecific reaction;
参考文献
Voss, Constance V.; Gruber, Christian C.; Faber, Kurt; Knaus, Tanja; Macheroux, Peter; Kroutil, Wolfgang
Journal of the American Chemical Society, 2008 , vol. 130, # 42 p. 13969 - 13972
反应条件
hydrogen; TA-NaBr-MRNi in tetrahydrofuran T=60°C; P=66195.7 Torr; 96 h; RNi(prepared from 3.8 g of the alloy(Ni/Al=42/58)) modified with 200 ml of aq. solution containing (R,R)-TA(2 g) and NaBr(12 g) at pH 3.2, 100 deg C for 1 h.; Title compound not separated from byproducts;
参考文献
Ren, Yunlai; Tian, Xinzhe; Sun, Kunpeng; Xu, Jian; Xu, Xianlun; Lu, Shijie
Tetrahedron Letters, 2006 , vol. 47, # 4 p. 463 - 465
反应条件
Rhodococcus erythropolis DSM 43066 cells; alcohol dehydrogenase from Lactobacillus kefir; glucose dehydrogenase BS; D-glucose; nicotinamide adenine dinucleotide in alkaline aq. solution T=30°C; pH=7.5; 16 h; Title compound not separated from byproducts.;
参考文献
Voss, Constance V.; Gruber, Christian C.; Kroutil, Wolfgang
Angewandte Chemie - International Edition, 2008 , vol. 47, # 4 p. 741 - 745
反应条件
2-(n-morpholino)ethanesulfonic acid; 1-hydroxycyclopentane; alcohol dehydrogenase from Geotrichum candidum (APG4); nicotinamide adenine dinucleotide T=30°C; 20 h; pH=7.0;
参考文献
Nakamura, Kaoru; Matsuda, Tomoko; Itoh, Toshiyuki; Ohno, Atsuyoshi
Tetrahedron Letters, 1996 , vol. 37, # 32 p. 5727 - 5730
反应条件
Tris-HCl buffer; Rhodococcus erythropolis DSM 312; acetone T=30°C; pH=7.5; 16 h;
参考文献
Voss, Constance V.; Gruber, Christian C.; Kroutil, Wolfgang
Tetrahedron Asymmetry, 2007 , vol. 18, # 2 p. 276 - 281
反应条件
Novozym 435(R); 1-n-butyl-3-methylimidazolium hexafluorophosphate T=35°C; P=100 Torr; 96 h;
参考文献
Lourenco, Nuno M. T.; Afonso, Carlos A. M.
Angewandte Chemie - International Edition, 2007 , vol. 46, # 43 p. 8178 - 8181
反应条件
Novozym 435(R); 1-n-butyl-3-methylimidazolium hexafluorophosphate T=35°C; 24 h;
参考文献
Lourenco, Nuno M. T.; Afonso, Carlos A. M.
Angewandte Chemie - International Edition, 2007 , vol. 46, # 43 p. 8178 - 8181
反应条件
toluene-4-sulfonic acid in 1,4-dioxane; tert-butyl methyl ether; water T=40°C; 2 h;
参考文献
Schober, Markus; Knaus, Tanja; Toesch, Michael; MacHeroux, Peter; Wagner, Ulrike; Faber, Kurt
Advanced Synthesis and Catalysis, 2012 , vol. 354, # 9 p. 1737 - 1742
反应条件
2: 89 percent / TiCl4 / CH2Cl2; diethyl ether / -78 °C 3: 1) PCC, 2) OH(1-); ee= 91 percent View Scheme
参考文献
Lindell, Stephen D.; Elliott, John D.; Johnson, William S.
Tetrahedron Letters, 1984 , vol. 25, # 36 p. 3947 - 3950