S-(-)-2-甲基-1-丁醇合成路线 (共 117 条)
反应条件
(i) SOCl2, (ii) /BRN= 1900390/, (iii) LiAlH4; Multistep reaction;
参考文献
Smolinsky,G.; Feuer,B.I.
Journal of the American Chemical Society, 1964 , vol. 86, p. 3085 - 3088
反应条件
1: SOCl2 2: (i) Mg, (ii) /BRN= 1209228/ View Scheme
参考文献
Nozakura,S. et al.
Bulletin of the Chemical Society of Japan, 1961 , vol. 34, p. 1673 - 1678
反应条件
1: sodium dichromate; concentrated sulfuric acid; water 2: diethyl ether; hydrochloric acid / man verdunstet die aether.Loesung im Vakuum,versetzt mit alkoh.Ammoniak und verseift das entstand.Aminonitril mit Salzsaeure;in dem entstand.Gemisch wird das d-Isoleucin durch Vergaerung m.Hefe in Gegenwart von Zucker zerstoert View Scheme
参考文献
Ehrlich,F.
Chemische Berichte, 1907 , vol. 40, p. 2554,2558
Chem. Zentralbl., 1905 , vol. 76, # II p. 156
反应条件
1: I2, PPh3, imidazole / diethyl ether; acetonitrile / 0 °C 2: 1.) LDA, 2.) N,N'-dimethylpropyleneurea / 1.) THF, -78 deg C, 50 min, 2.) -78 deg C, 5 min; -42 deg C, 3 h; -42 deg C to room temperature 3: 66 percent / TFA / CH2Cl2 / 1.) 0 deg C, 2.5 h, 2.) room temperature, 2.5 h 4: 99 percent / oxalyl chloride, DMF / CH2Cl2 / 2 h / Ambient temperature 5: 1.) n-BuLi / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 2.5 h; -78 deg C to room temperature View Scheme
参考文献
Stoermer, Doris; Caron, Stephane; Heathcock, Clayton H.
Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9115 - 9125
反应条件
1: PCC, Al / CHCl3 / 2 h / Ambient temperature 2: 76 percent / aq. NaOH / dimethylformamide / 2 h / -10 - 5 °C 3: 45 percent / aq, NaOH, NaN3 / 1,2-dimethoxy-ethane / 24 h / Ambient temperature 4: 1.) H2, 2.) aq. NaOH / 1.) Pd-C / 1.) ethyl acetate, MeOH, 18 h, 2.) 0 deg C, 90 min View Scheme
参考文献
Lloyd-Williams, Paul; Monerris, Patricia; Gonzalez, Isabel; Jou, Gemma; Giralt, Ernest
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 14 p. 1969 - 1974
反应条件
1: PCC, Al / CHCl3 / 2 h / Ambient temperature 2: 76 percent / aq. NaOH / dimethylformamide / 2 h / -10 - 5 °C 3: 45 percent / aq, NaOH, NaN3 / 1,2-dimethoxy-ethane / 24 h / Ambient temperature 4: 1.) H2, 2.) aq. NaOH / 1.) Pd-C / 1.) ethyl acetate, MeOH, 18 h, 2.) 0 deg C, 90 min View Scheme
参考文献
Lloyd-Williams, Paul; Monerris, Patricia; Gonzalez, Isabel; Jou, Gemma; Giralt, Ernest
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 14 p. 1969 - 1974
参考文献
Marckwald
Chemische Berichte, 1904 , vol. 37, p. 1045
参考文献
Norris; Joubert
Journal of the American Chemical Society, 1927 , vol. 49, p. 885
反应条件
1: 70 percent / pyridine / 24 h / Ambient temperature 2: 93 percent / dimethylformamide / 2.5 h / 120 °C 3: 99 percent / hydrazine, HCl / ethanol / 4 h / Heating 4: 69 percent / KOH 5: 84 percent / sat. Na2CO3 / diethyl ether / 0.5 h 6: 95 percent / electrolyte Bu4NBF4 / 1.13 h / 10 °C / Pt-anode 7: SnCl4 / H2O / 48 h / Ambient temperature 8: 12 N HCl, DOWEX 50(H+) / 24 h / 100 - 110 °C View Scheme
参考文献
Lloyd-Williams, Paul; Monerris, Patricia; Gonzalez, Isabel; Jou, Gemma; Giralt, Ernest
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 14 p. 1969 - 1974
反应条件
chromium(VI) oxide in acetone T=20°C; Oxidation; 2 h;
参考文献
Tashiro, Takuya; Mori, Kenji
European Journal of Organic Chemistry, 1999 , # 9 p. 2167 - 2173