(3S,4s)-4-叔丁基氧基羰基氨基-3-羟基-5-苯基戊酸合成路线 （共 23 条）
反应条件
1: PCC
2: 97 percent / hydrogen / RuBr2<(R)-binap> / ethanol / 145 h / 18 - 21 °C / 76000.1 Torr / ee > 99percent
View Scheme
参考文献
Nishi, T.; Kitamura, M.; Ohkuma, T.; Noyori, R.
Tetrahedron Letters, 1988 , vol. 29, # 48 p. 6327 - 6330
反应条件
1: 96 percent / diisobutylaluminium hydride / hexane; CH2Cl2 / 0.1 h / -78 °C
2: 8 percent / Zn / tetrahydrofuran / 0.75 h / Heating
View Scheme
参考文献
Camplo; Niddam; Barthelemy; Faury; Mourier; Simon; Charvet; Trabaud; Graciet; Chermann; Kraus
European Journal of Medicinal Chemistry, 1995 , vol. 30, # 10 p. 789 - 800
反应条件
1: PCC
2: hydrogen / RuBr2<(R)-binap> / ethanol / 18 - 21 °C / 76000.1 Torr / ee = 97percent
View Scheme
参考文献
Nishi, T.; Kitamura, M.; Ohkuma, T.; Noyori, R.
Tetrahedron Letters, 1988 , vol. 29, # 48 p. 6327 - 6330
反应条件
1: pTSA
2: 96 percent / toluene / 3 h / Heating
3: 98 percent / H2; trifluoroacetic acid / Pd/C / methanol / 2 h / 20 °C
4: 92 percent / Et3N / methanol / 8 h / 20 °C
5: NaBH4 / methanol / 1 h / 0 - 20 °C
View Scheme
参考文献
Reddy, G. Vidyasagar; Rao, G. Venkat; Iyengar, D. S.
Chemistry Letters, 1999 , # 7 p. 703 - 704
反应条件
1: 96 percent / toluene / 3 h / Heating
2: 98 percent / H2; trifluoroacetic acid / Pd/C / methanol / 2 h / 20 °C
3: 92 percent / Et3N / methanol / 8 h / 20 °C
4: NaBH4 / methanol / 1 h / 0 - 20 °C
View Scheme
参考文献
Reddy, G. Vidyasagar; Rao, G. Venkat; Iyengar, D. S.
Chemistry Letters, 1999 , # 7 p. 703 - 704
反应条件
1: 98 percent / H2; trifluoroacetic acid / Pd/C / methanol / 2 h / 20 °C
2: 92 percent / Et3N / methanol / 8 h / 20 °C
3: NaBH4 / methanol / 1 h / 0 - 20 °C
View Scheme
参考文献
Reddy, G. Vidyasagar; Rao, G. Venkat; Iyengar, D. S.
Chemistry Letters, 1999 , # 7 p. 703 - 704
反应条件
zinc dibromide; lithium diisopropyl amide in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere; stereoselective reaction;
参考文献
Mohapatra, Debendra K.; Thirupathi, Barla; Das, Pragna P.; Yadav, Jhillu S.
Beilstein Journal of Organic Chemistry, 2011 , vol. 7, p. 34 - 39
反应条件
sodium tetrahydroborate in methanol
T=0 - 20°C; Reduction; 1 h;
参考文献
Reddy, G. Vidyasagar; Rao, G. Venkat; Iyengar, D. S.
Chemistry Letters, 1999 , # 7 p. 703 - 704
反应条件
zinc in tetrahydrofuran
0.75 h; Heating;
参考文献
Camplo; Niddam; Barthelemy; Faury; Mourier; Simon; Charvet; Trabaud; Graciet; Chermann; Kraus
European Journal of Medicinal Chemistry, 1995 , vol. 30, # 10 p. 789 - 800
反应条件
4-(N,N-dimethlyamino)pyridine in chloroform
T=20°C; Acylation; 6 h;
参考文献
Reddy, G. Vidyasagar; Rao, G. Venkat; Iyengar, D. S.
Chemistry Letters, 1999 , # 7 p. 703 - 704
