(2S,3S,4aR,6S,8R,8aR)-八氢-6,8-二羟基-2,3-二甲氧基-2,3-二甲基-1,4-苯并二氧杂环己-6-羧酸甲酯合成路线 （共 6 条）
反应条件
1: 72 percent / pyridine / CH2Cl2 / 0 - 30 °C 2: 23 percent / HCl / acetonitrile / 4 h / 45 °C View Scheme
参考文献
Kondo, Tadao; Toyama-Kato, Yuki; Yoshida, Kumi
Tetrahedron Letters, 2005 , vol. 46, # 39 p. 6645 - 6649
反应条件
1: 1) oxalyl chloride, DMSO, 2) diisopropylethylamine / 1) CH2Cl2, -60 - -50 deg C, 2) CH2Cl2, -60 - -50 deg C to room temperature; room temperature, 30 min 2: 80 percent / diisopropylethylamine, acetic anhydride, 4-(dimethylamino)pyridine / CH2Cl2 / Ambient temperature 3: 75 percent / L-Selectride / tetrahydrofuran / 0.17 h / -78 °C 4: 100 percent / CF3CO2H, H2O / CH2Cl2 / 12 h / Ambient temperature View Scheme
参考文献
Alves, Cristina; Barros, M. Teresa; Maycock, Christopher D.; Ventura, M. Rita
Tetrahedron, 1999 , vol. 55, # 28 p. 8443 - 8456
反应条件
1: 72 percent / pyridine / CH2Cl2 / 0 - 30 °C 2: 23 percent / HCl / acetonitrile / 4 h / 45 °C View Scheme
参考文献
Kondo, Tadao; Toyama-Kato, Yuki; Yoshida, Kumi
Tetrahedron Letters, 2005 , vol. 46, # 39 p. 6645 - 6649
反应条件
1: 94 percent / imidazole / CH2Cl2 2: 97 percent / DIBAL / tetrahydrofuran / 0 °C 3: 92 percent / n-Bu3P / tetrahydrofuran / Ambient temperature 4: 1.) m-chloroperoxybenzoic acid; 2.) TFAA, 2,6-lutidine / 1.) CH2Cl2, 0 deg C; 2.) CH2Cl2 5: 59 percent / NaClO2, Na2PO4, 2-methyl-2-butene / H2O; 2-methyl-propan-2-ol 6: 53 percent / TFA / H2O View Scheme
参考文献
Shinada, Tetsuro; Yoshida, Yasutaka; Ohfune, Yasufumi
Tetrahedron Letters, 1998 , vol. 39, # 33 p. 6027 - 6028
反应条件
1.1: tetrazole 1.2: 73 percent / mCPBA 2.1: 37 percent / POCl3; pyridine 3.1: bromotrimethylsilane / CH2Cl2 3.2: 76 percent / NaOH View Scheme
参考文献
Shih, Tzenge-Lien; Wu, Shih-Hsiung
Tetrahedron Letters, 2000 , vol. 41, # 16 p. 2957 - 2959
反应条件
Multi-step reaction with 4 steps 1: 81 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH2Cl2 / 15 h / 20 °C2: 83 percent / trifluoroacetic acid / H2O / 0.25 h / 0 °C3: 96 percent / KOH / H2O / 0.17 h / 20 °C4: 140 mg / amberlite IR-120 (H) / H2O / 0.08 h
参考文献
Le Sann, Christine; Abell, Chris; Abell, Andrew D. Synthetic Communications, 2003 , vol. 33, # 4 p. 527 - 533
