2-[(氨基氧代乙酰基)氨基]-2-脱氧-1,3:4,5-二-O-(异丙亚基)-D-甘露醇 合成路线 (共 19 条)
反应条件
1: 89 percent / sodiumborohydride / ethanol / 4 h / 20 °C 2: 79 percent / pyridine / CH2Cl2 / 20 h / 20 °C 3: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / -20 °C 4: 97 percent / p-toluenesulfonic acid / CH2Cl2 / 0.25 h / 20 °C 5: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C 6: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate / dimethylformamide / 1 h / 20 °C View Scheme
参考文献
Hering, Kirk W.; Karaveg, Khanita; Moremen, Kelley W.; Pearson, William H.
Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 9892 - 9904
反应条件
1: 86 percent / BF3*Et2O / 4 h / -25 - -18 °C 2: 100 percent / n-Bu4NF*3H2O / tetrahydrofuran / 1.5 h / -21 - -17 °C View Scheme
参考文献
Kayakiri, Hiroshi; Kasahara, Chiyoshi; Oku, Teruo; Hashimoto, Masashi
Tetrahedron Letters, 1990 , vol. 31, # 2 p. 225 - 226
反应条件
1: 92 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 2: 86 percent / BF3*Et2O / 4 h / -25 - -18 °C 3: 100 percent / n-Bu4NF*3H2O / tetrahydrofuran / 1.5 h / -21 - -17 °C View Scheme
参考文献
Kayakiri, Hiroshi; Kasahara, Chiyoshi; Oku, Teruo; Hashimoto, Masashi
Tetrahedron Letters, 1990 , vol. 31, # 2 p. 225 - 226
反应条件
1: DCC, HOBT / dimethylformamide / Ambient temperature 2: 66 percent / imidazole / dimethylformamide / 0 °C 3: 92 percent / NaBH4 / methanol / Ambient temperature 4: 86 percent / BF3*Et2O / -20 °C 5: 100 percent / n-BuNF / tetrahydrofuran / -20 °C View Scheme
参考文献
Kayakiri, Hiroshi; Kasahara, Chiyoshi; Oku, Teruo; Hashimoto, Masashi
Tetrahedron Letters, 1990 , vol. 31, # 2 p. 225 - 226
反应条件
1: dicyclohexylcarbodiimide, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 2: imidazole / dimethylformamide / 6 h / ice-water bath 3: 92 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 4: 86 percent / BF3*Et2O / 4 h / -25 - -18 °C 5: 100 percent / n-Bu4NF*3H2O / tetrahydrofuran / 1.5 h / -21 - -17 °C View Scheme
参考文献
Kayakiri; Kasahara; Nakamura; Oku; Hashimoto
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 6 p. 1392 - 1396
反应条件
ammonia in methanol 0.166667 h; Yield given;
参考文献
Rouden, Jacques; Hudlicky, Tomas
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 10 p. 1095 - 1098
反应条件
1: methanol / Heating 2: NH3 / methanol / 0.17 h View Scheme
参考文献
Rouden, Jacques; Hudlicky, Tomas
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 10 p. 1095 - 1098
→
反应条件
109944-15-2 (5R,6R,7S,8R,8aS)-6,7,8-三羟基-5-(羟基甲基)-1,5,6,7,8,8a-六氢咪唑并[1,2-a]吡啶-2,3-二酮
反应条件
1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 2: 13 mg / NH3 / methanol / 24 h / 20 °C 3: 80 percent / trifluoroacetic acid / H2O View Scheme
参考文献
Kayakiri; Kasahara; Nakamura; Oku; Hashimoto
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 6 p. 1392 - 1396
→
反应条件
134234-43-8 (3aS,3bR,7aR,11aS,11bR)-2,2,5,5-四甲基六氢-3bH-[1,3]二恶英并[4,5-e][1,3]二氧杂环戊并[4,5-c]咪唑并[1,2-a]吡啶-9,10-二酮
反应条件
1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C 2: 13 mg / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Kayakiri; Kasahara; Nakamura; Oku; Hashimoto
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 6 p. 1392 - 1396