(R)-γ-羟甲基-γ-丁内酯 (R)-4,5-二氢-5-羟甲基-2(3H)-呋喃酮 (R)-5-羟甲基-2-氧代四氢呋喃合成路线 （共 44 条）
反应条件
1: 95 percent / H2, AcONa / 10percent Pd/C / tetrahydrofuran / 24 h / Ambient temperature 2: 80percent aq. acetic acid / 8 h / 50 °C 3: 0.65 M aq. NaOIO4, SiO2 / CH2Cl2 / 0.25 h 4: NaBH4 / methanol / 1 h / -30 - -15 °C View Scheme
参考文献
Rassu, Gloria; Zanardi, Franca; Battistini, Lucia; Gaetani, Enrico; Casiraghi, Giovanni
Journal of Medicinal Chemistry, 1997 , vol. 40, # 2 p. 168 - 180
反应条件
(S,S)-[1,2-cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]cobaltIII*OAc in water T=20°C; 30 h; Title compound not separated from byproducts;
参考文献
Liu, Zhi-Yu; Ji, Jian-Xin; Li, Bo-Gang
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 20 p. 3519 - 3521
反应条件
lipase SP; water in acetone T=35°C; 0.2 h; pH 7.2, phosphate buffer; Title compound not separated from byproducts;
参考文献
Ha, Hyun-Joon; Yoon, Kyung-Noh; Lee, Sang-Youn; Park, Young-Soo; Lim, Moon-Soo; Yim, Yoon-Gil
Journal of Organic Chemistry, 1998 , vol. 63, # 22 p. 8062 - 8066
反应条件
1: NaIO4 / CH2Cl2; H2O / 0.5 h / 0 °C 2: NaBH4 / methanol / 0.17 h / cooling View Scheme
参考文献
Bernard, Angela M.; Frongia, Angelo; Piras, Pier P.; Secci, Francesco
Organic Letters, 2003 , vol. 5, # 16 p. 2923 - 2926
反应条件
1: 96 percent / FeCl3*SiO2 / CH2Cl2 / 48 h / 20 °C 2: NaIO4 / CH2Cl2; H2O / 0.5 h / 0 °C 3: NaBH4 / methanol / 0.17 h / cooling View Scheme
参考文献
Bernard, Angela M.; Frongia, Angelo; Piras, Pier P.; Secci, Francesco
Organic Letters, 2003 , vol. 5, # 16 p. 2923 - 2926
反应条件
1: H2 / 10 percent Pd/C / ethyl acetate / 1.5 h / 20 °C 2: NaIO4; silica gel / H2O; CH2Cl2 / 20 °C 3: NaBH4 / methanol / 0.17 h / 0 °C View Scheme
参考文献
Nakada, Masahisa; Takano, Masashi; Iwata, Yukitaka
Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 10 p. 1581 - 1585
反应条件
1: MeOLi; MeOH / hexane / 1 h / 0 °C 2: H2 / 10 percent Pd/C / ethyl acetate / 1.5 h / 20 °C 3: NaIO4; silica gel / H2O; CH2Cl2 / 20 °C 4: NaBH4 / methanol / 0.17 h / 0 °C View Scheme
参考文献
Nakada, Masahisa; Takano, Masashi; Iwata, Yukitaka
Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 10 p. 1581 - 1585
反应条件
1.1: O3 / CH2Cl2 / 1 h / -78 °C 1.2: 81 percent / Zn; 50 percent aq. AcOH / CH2Cl2 / -78 - 20 °C 2.1: MeOLi; MeOH / hexane / 1 h / 0 °C 3.1: H2 / 10 percent Pd/C / ethyl acetate / 1.5 h / 20 °C 4.1: NaIO4; silica gel / H2O; CH2Cl2 / 20 °C 5.1: NaBH4 / methanol / 0.17 h / 0 °C View Scheme
参考文献
Nakada, Masahisa; Takano, Masashi; Iwata, Yukitaka
Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 10 p. 1581 - 1585
反应条件
1: 1.) ozone, 2.) Me2S / 1.) MeOH, -78 deg C, 15 min, 2.) 4 h 2: 100 percent / H2 / 10percent Pd/C / ethyl acetate View Scheme
参考文献
Chattopadhyay, S.; Mamdapur, V. R.; Chadha, M. S.
Synthetic Communications, 1990 , vol. 20, # 9 p. 1299 - 1303
反应条件
Yield given. Multistep reaction;
参考文献
Tomioka, Kiyoshi; Tanaka, Masahide; Koga, Kenji
Tetrahedron Letters, 1982 , vol. 23, # 33 p. 3401 - 3404
