(3R,4s,5r)-4-羟基-5-[(1s)-1-羟基-2-甲基丙基]-3-甲基-2-吡咯烷酮-5-羧酸合成路线 （共 96 条）
反应条件
1: MnO2; 4 Angstroem molecular sieves / CH2Cl2 / Heating
2: NaCNBH3; AcOH / methanol / 0 °C
3: 83 percent / KHMDS / tetrahydrofuran; toluene / 6 h / -30 °C
4: 93 percent / TPAP; 4-Angstroem molecular sieves; NMO / acetonitrile
5: aq. NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0 °C
6: NaBH4 / methanol / 20 °C
7: 96 percent / K2OsO2(OH)4; aq. citric acid; NMO / 2-methyl-propan-2-ol / 20 °C
8: 100 percent / tetrahydrofuran / Heating
9: n-Bu3SnH; AIBN / toluene / Heating
10: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
11: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
12: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
13: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 93 percent / TPAP; 4-Angstroem molecular sieves; NMO / acetonitrile
2: aq. NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0 °C
3: NaBH4 / methanol / 20 °C
4: 96 percent / K2OsO2(OH)4; aq. citric acid; NMO / 2-methyl-propan-2-ol / 20 °C
5: 100 percent / tetrahydrofuran / Heating
6: n-Bu3SnH; AIBN / toluene / Heating
7: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
8: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
9: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
10: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 83 percent / KHMDS / tetrahydrofuran; toluene / 6 h / -30 °C
2: 93 percent / TPAP; 4-Angstroem molecular sieves; NMO / acetonitrile
3: aq. NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0 °C
4: NaBH4 / methanol / 20 °C
5: 96 percent / K2OsO2(OH)4; aq. citric acid; NMO / 2-methyl-propan-2-ol / 20 °C
6: 100 percent / tetrahydrofuran / Heating
7: n-Bu3SnH; AIBN / toluene / Heating
8: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
9: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
10: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
11: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 96 percent / K2OsO2(OH)4; aq. citric acid; NMO / 2-methyl-propan-2-ol / 20 °C
2: 100 percent / tetrahydrofuran / Heating
3: n-Bu3SnH; AIBN / toluene / Heating
4: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
5: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
6: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
7: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: NaBH4 / methanol / 20 °C
2: 96 percent / K2OsO2(OH)4; aq. citric acid; NMO / 2-methyl-propan-2-ol / 20 °C
3: 100 percent / tetrahydrofuran / Heating
4: n-Bu3SnH; AIBN / toluene / Heating
5: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
6: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
7: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
8: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
2: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
3: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
4: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
2: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
2: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
3: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: 100 percent / tetrahydrofuran / Heating
2: n-Bu3SnH; AIBN / toluene / Heating
3: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
4: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
5: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
6: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
反应条件
1: n-Bu3SnH; AIBN / toluene / Heating
2: 90 percent / dimethyldioxirane / acetone / 18 h / 0 - 3 °C
3: 35 percent / Dess-Martin periodinane / CH2Cl2 / 20 °C
4: 95 percent / aq. NaClO2; NaH2PO4; HOSO2NH2 / 2-methyl-propan-2-ol / 20 °C
5: 74 percent / NaOMe / methanol / 20 °C
View Scheme
参考文献
Hayes, Christopher J.; Sherlock, Alexandra E.; Selby, Matthew D.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 193 - 195
