甲基-6-氨基-6-脱氧-alpha-d-吡喃葡萄糖苷合成路线 (共 16 条)
反应条件
1: 62 percent / DBU / various solvent(s) / 48 h
2: 68 percent / sodium azide, ammonium chloride / dimethylformamide / 1.2 h / Heating
3: 1.) 1.4 M methanolic hydrochloric acid / 1.) reflux, 1.5 h; 2.) pyridine, roomtemp., overnight
4: 82 percent / barium hydroxide octahydrate / methanol / 0.17 h / Ambient temperature
5: 79 percent / H2 / Pd-black / H2O / 1 h
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参考文献
Matsuda; Tsuchiya; Torii; Umezawa
Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 5 p. 1397 - 1401
反应条件
methanol; ammonia
T=110°C;
参考文献
Cramer et al.
Chemische Berichte, 1959 , vol. 92, p. 384,390
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Ogawa et al.
Bulletin of the Agricultural Chemical Society of Japan, 1959 , vol. 23, p. 289,305
反应条件
1: With sodium methylate
T=20°C; 3 h;
2: With hydrogenchloride
0.5 h; Heating; Further stages.;
参考文献
Gupta, Prasoon; Yadav, Dinesh Kumar; Siripurapu, Kiran Babu; Palit, Guatam; Maurya, Rakesh
Journal of Natural Products, 2007 , vol. 70, # 9 p. 1410 - 1416
反应条件
sodium methylate
T=20°C; 4 h;
参考文献
Andersen, Raymond J.; Taglialatela-Scafati, Orazio
Journal of Natural Products, 2005 , vol. 68, # 9 p. 1428 - 1430
反应条件
1: NaN3 / methanol / 4 h / 85 °C
2: 1.) PPh3, 2.) conc. NH4OH / 1.) DMF, r.t., 2 h, 2.) r.t., 20 h
View Scheme
参考文献
Reddington, Mark V.
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 1 p. 143 - 147
反应条件
1: sodium azide / N,N-dimethyl-formamide
2: sodium methylate / methanol
3: hydrogen / methanol
View Scheme
参考文献
Pedersen, Christian M.; Olsen, Jacob; Brka, Azra B.; Bols, Mikael
Chemistry - A European Journal, 2011 , vol. 17, # 25 p. 7080 - 7086