N-去甲酰基-N-苄氧羰基奥利司他合成路线 （共 43 条）
反应条件
1: hydrogen / Pd/C / tetrahydrofuran / 3 h / 20 °C 2: 6.5 mg / diethyl ether / 0.33 h / 20 °C View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
hydrogen; palladium on activated charcoal 1) THF, 1 atm, 4 h, 2) 5 min; Yield given. Multistep reaction;
参考文献
Chadha, N. K.; Batcho, A. D.; Tang, P. C.; Courtney, L. F.; Cook, C. M.; et al.
Journal of Organic Chemistry, 1991 , vol. 56, # 15 p. 4714 - 4718
反应条件
4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide
Esterification;
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1.1: 83 percent / NaBH4; PhSeSePh; AcOH / propan-2-ol / 0 °C
2.1: 98 percent / (i-Pr)2NEt / dimethylformamide / 12 h / 23 °C
3.1: 75 percent / NEt3 / 12 h / 23 °C
4.1: PPTS / 8 h
5.1: Bu4NF; AcOH / tetrahydrofuran / 5 h / 23 °C
6.1: LDA; HMPA / tetrahydrofuran / 2 h / -78 - -50 °C
6.2: tetrahydrofuran / 6 h / -78 - 0 °C
7.1: LiOH; H2O / 12 h / 25 °C
8.1: PhSO2Cl; pyridine / 8 h / 0 °C
9.1: 90 percent / PPTS / ethanol / 3 h / Heating
10.1: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1.1: 98 percent / (i-Pr)2NEt / dimethylformamide / 12 h / 23 °C
2.1: 75 percent / NEt3 / 12 h / 23 °C
3.1: PPTS / 8 h
4.1: Bu4NF; AcOH / tetrahydrofuran / 5 h / 23 °C
5.1: LDA; HMPA / tetrahydrofuran / 2 h / -78 - -50 °C
5.2: tetrahydrofuran / 6 h / -78 - 0 °C
6.1: LiOH; H2O / 12 h / 25 °C
7.1: PhSO2Cl; pyridine / 8 h / 0 °C
8.1: 90 percent / PPTS / ethanol / 3 h / Heating
9.1: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1.1: 75 percent / NEt3 / 12 h / 23 °C
2.1: PPTS / 8 h
3.1: Bu4NF; AcOH / tetrahydrofuran / 5 h / 23 °C
4.1: LDA; HMPA / tetrahydrofuran / 2 h / -78 - -50 °C
4.2: tetrahydrofuran / 6 h / -78 - 0 °C
5.1: LiOH; H2O / 12 h / 25 °C
6.1: PhSO2Cl; pyridine / 8 h / 0 °C
7.1: 90 percent / PPTS / ethanol / 3 h / Heating
8.1: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1.1: LDA; HMPA / tetrahydrofuran / 2 h / -78 - -50 °C
1.2: tetrahydrofuran / 6 h / -78 - 0 °C
2.1: LiOH; H2O / 12 h / 25 °C
3.1: PhSO2Cl; pyridine / 8 h / 0 °C
4.1: 90 percent / PPTS / ethanol / 3 h / Heating
5.1: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1: 90 percent / PPTS / ethanol / 3 h / Heating
2: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1: LiOH; H2O / 12 h / 25 °C
2: PhSO2Cl; pyridine / 8 h / 0 °C
3: 90 percent / PPTS / ethanol / 3 h / Heating
4: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
反应条件
1.1: NaOH; H2O2 / H2O / 23 °C
2.1: 83 percent / NaBH4; PhSeSePh; AcOH / propan-2-ol / 0 °C
3.1: 98 percent / (i-Pr)2NEt / dimethylformamide / 12 h / 23 °C
4.1: 75 percent / NEt3 / 12 h / 23 °C
5.1: PPTS / 8 h
6.1: Bu4NF; AcOH / tetrahydrofuran / 5 h / 23 °C
7.1: LDA; HMPA / tetrahydrofuran / 2 h / -78 - -50 °C
7.2: tetrahydrofuran / 6 h / -78 - 0 °C
8.1: LiOH; H2O / 12 h / 25 °C
9.1: PhSO2Cl; pyridine / 8 h / 0 °C
10.1: 90 percent / PPTS / ethanol / 3 h / Heating
11.1: 95 percent / DCC; DMAP
View Scheme
参考文献
Ghosh, Arun K.; Liu, Chunfeng
Chemical Communications, 1999 , # 17 p. 1743 - 1744
