8-(羟基甲基)-1,4-二噁螺[4.5]癸烷-8-羧酸乙酯合成路线 （共 8 条）
反应条件
1: With oxalyl dichloride; dimethyl sulfoxide in dichloromethane T=-78 - 20°C; Swern Oxidation; 1.5 h; 2: With water; ammonium chloride in dichloromethane
参考文献
Amgen Inc.
Patent: US2007/299080 A1, 2007 ;
Location in patent: Page/Page column 61-62 ;
反应条件
1: 50W-X4(H+), water / ethanol / 1 h / Heating 2: dichlorodicyanoquinone / 23 h / Heating View Scheme
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
反应条件
1: 1,4-dioxa-spiro[4.5]decane-8-carboxylic acid ethyl ester With diisopropylamine in tetrahydrofuran
T=-78°C; 1 h;
2: formaldehyd in tetrahydrofuran
T=-78 - 25°C; 4.5 h;
3: With water; ammonium chloride in tetrahydrofuran
参考文献
Amgen Inc.
Patent: US2007/299080 A1, 2007 ;
Location in patent: Page/Page column 61-62 ;
反应条件
1: H2 / rhodium on aluminum oxide / 120 h
2: chromic acid
3: 93 percent / p-toluene sulfonic acid
4: 1.) Ph3CLi / 1) cooling (ice-bath), 45 min, THF, hexane; 2) THF, hexane, cooling (ice-bath), 90 min
View Scheme
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
反应条件
1: 70 percent / HCl
2: H2 / rhodium on aluminum oxide / 120 h
3: chromic acid
4: 93 percent / p-toluene sulfonic acid
5: 1.) Ph3CLi / 1) cooling (ice-bath), 45 min, THF, hexane; 2) THF, hexane, cooling (ice-bath), 90 min
View Scheme
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
反应条件
1: chromic acid
2: 93 percent / p-toluene sulfonic acid
3: 1.) Ph3CLi / 1) cooling (ice-bath), 45 min, THF, hexane; 2) THF, hexane, cooling (ice-bath), 90 min
View Scheme
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
反应条件
1: 93 percent / p-toluene sulfonic acid
2: 1.) Ph3CLi / 1) cooling (ice-bath), 45 min, THF, hexane; 2) THF, hexane, cooling (ice-bath), 90 min
View Scheme
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
反应条件
triphenylmethyllithium
1) cooling (ice-bath), 45 min, THF, hexane; 2) THF, hexane, cooling (ice-bath), 90 min; Yield given. Multistep reaction;
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
