N-苄氧羰基-L-脯氨酸合成路线 (共 150 条)
反应条件
1: 73 percent / DCC / CH2Cl2 / 0 deg C to r.t.
2: H2 / 5percent Pd/C / methanol
3: LiAlH4 / tetrahydrofuran / 20 h / Heating
View Scheme
参考文献
Asami
Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 3 p. 721 - 727
反应条件
iodine in methanol; dichloromethane
T=20°C; 6.5 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: WO2005/12249 A2, 2005 ;
Location in patent: Page/Page column 39-40 ;
WO 2005/012249 A2
反应条件
lead(IV) acetate in benzene
T=20°C; modified Hunsdiecker reaction; 48 h;
参考文献
Kaname; Mashige; Yoshifuji
Chemical and Pharmaceutical Bulletin, 2001 , vol. 49, # 5 p. 531 - 536
反应条件
[bis(acetoxy)iodo]benzene; iodine in acetonitrile
T=20°C; Decarboxylation; iodination; 5 h;
参考文献
Boto; Hernandez; De Leon; Suarez
Journal of Organic Chemistry, 2001 , vol. 66, # 23 p. 7796 - 7803
反应条件
1: N-methylmorpholine / CH2Cl2 / 2 h / -20 - -15 °C
2: NH3(gas) / CH2Cl2 / 1 h / -20 °C
3: H2 / 5percent Pd/C / methanol / 5 h / 2068.6 Torr
4: CH2Cl2; methanol / 16 h
5: 1.) LiAlH4, 2.) aq. KOH / tetrahydrofuran / 16 h
View Scheme
参考文献
Rispens, Minze T.; Gelling, Onko Jan; De Vries, Andre H.M.; Meetsma, Auke; Van Bolhuis, Fre; Feringa, Ben L.
Tetrahedron, 1996 , vol. 52, # 10 p. 3521 - 3546
反应条件
1.1: Et3N; ClCOOEt / tetrahydrofuran / 0.5 h
1.2: 92.5 percent / tetrahydrofuran
2.1: cyclohexene / Pd/C (5 percent) / ethanol / Heating
View Scheme
参考文献
MacPherson, Andrew J.; Smith, David J. H.
Journal of Chemical Research, Miniprint, 1984 , # 2 p. 315 - 345
反应条件
1: 100 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5
2: 98 percent / 2.5 N NaOH / methanol / 25 °C
3: 95 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5
View Scheme
参考文献
Pfeiffer; Chambers; Hilbert; Woodward; Ackerman
Journal of Medicinal Chemistry, 1984 , vol. 27, # 3 p. 325 - 341
反应条件
4-methyl-morpholine; chloroformic acid ethyl ester
1) THF, 2) DMF, r.t.; Multistep reaction;
参考文献
Hashimoto; Tamaki; Sofuku; Muramatsu
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 5 p. 1533 - 1541
反应条件
1: triethylamine; CHCl3 / anschliessend Behandeln mit N-Glycyl-glycin-aethylester
2: aqueous NaOH; aqueous acetone
View Scheme
参考文献
Davis; Smith
Journal of Biological Chemistry, 1953 , vol. 200, p. 373,383
参考文献
Moree, Wilna J.; Van Gent, Liesbeth C.; Van Der Marel, Gijs A.; Liskamp, Rob M. J.
Tetrahedron, 1993 , vol. 49, # 5 p. 1133 - 1150