(S)-α-Boc-氨基-β-丙内酯合成路线 （共 19 条）
反应条件
triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran T=-78 - 20°C; Mitsunobu reaction;
参考文献
Paradis-Bleau, Catherine; Beaumont, Melanie; Sanschagrin, Francois; Voyer, Normand; Levesque, Roger C.
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 3 p. 1330 - 1340
反应条件
in tetrahydrofuran; ethyl acetate
参考文献
Miller, Duane D.; Tigyi, Gabor; Dalton, James T.; Sardar, Vineet M.; Elrod, Don B.; Xu, Huiping; Baker, Daniel L.; Wang, Dean; Liliom, Karoly; Fischer, David J.; Virag, Tamas; Nusser, Nora
Patent: US2003/130237 A1, 2003 ;
反应条件
1: 100 percent 2: 68 percent / PPh3; DMAD View Scheme
参考文献
Heterocycles, , vol. 55, # 1 p. 1 - 4
反应条件
1: 4-methylbenzyl mercaptan With sodium hydride in tetrahydrofuran; mineral oil T=20°C; 0.166667 h; 2: (R)-N-(t-butoxycarbonyl)serine-β-lactone in tetrahydrofuran T=20°C; 0.166667 h;
参考文献
Nakatani, Shingo; Hidaka, Koushi; Ami, Ei'Ichi; Nakahara, Koichiro; Sato, Akihiko; Nguyen, Jeffrey-Tri; Hamada, Yoshio; Hori, Yasuko; Ohnishi, Nobuyuki; Nagai, Akinori; Kimura, Tooru; Hayashi, Yoshio; Kiso, Yoshiaki
Journal of Medicinal Chemistry, 2008 , vol. 51, # 10 p. 2992 - 3004
反应条件
1: 93 percent / HMPA / tetrahydrofuran / 0.08 h / 0 °C 3: NaH / tetrahydrofuran / 0.05 h / 0 °C View Scheme
参考文献
Sakai, Mitsuru; Hashimoto, Kimiko; Shirahama, Haruhisa
Heterocycles, 1997 , vol. 44, # 1 p. 319 - 324
反应条件
ammonia in acetonitrile T=25°C; 1.) 15 min, 2.) 4 h;
参考文献
Kucharczyk, N.; Badet, B.; Goffic, F. Le
Synthetic Communications, 1989 , vol. 19, # 9-10 p. 1603 - 1610
反应条件
ammonia in acetonitrile T=25°C; 1.) 15 min, 2.) 4 h;
参考文献
Kucharczyk, N.; Badet, B.; Goffic, F. Le
Synthetic Communications, 1989 , vol. 19, # 9-10 p. 1603 - 1610
反应条件
ammonia in tetrahydrofuran T=0°C; 1 h;
参考文献
Arnold; Kalantar; Vederas
Journal of the American Chemical Society, 1985 , vol. 107, # 24 p. 7105 - 7109
反应条件
1: phenylmethanethiol With sodium hydride in tetrahydrofuran; mineral oil 2: (R)-N-(t-butoxycarbonyl)serine-β-lactone in tetrahydrofuran
参考文献
Nakatani, Shingo; Hidaka, Koushi; Ami, Ei'Ichi; Nakahara, Koichiro; Sato, Akihiko; Nguyen, Jeffrey-Tri; Hamada, Yoshio; Hori, Yasuko; Ohnishi, Nobuyuki; Nagai, Akinori; Kimura, Tooru; Hayashi, Yoshio; Kiso, Yoshiaki
Journal of Medicinal Chemistry, 2008 , vol. 51, # 10 p. 2992 - 3004
反应条件
1: 52 percent / acetonitrile / 4 h / Ambient temperature 2: 97 percent / aq. NaHCO3 / acetone / 2 h / Ambient temperature 3: 1.) O3, 2.) Me2S / 1) CH2Cl2, MeOH, dry ice/acetone bath, 6 psi O2; 2) CH2Cl2, CH3OH, cooling --> rt, 20 h 4: 80 percent / Et3SiH, boron trifluoride diethyl etherate / CH2Cl2 / 2 h / -78 °C View Scheme
参考文献
Warshawsky, Alan M.; Patel, Meena V.; Chen, Teng-Man
Journal of Organic Chemistry, 1997 , vol. 62, # 18 p. 6439 - 6440
