2,2-二甲基-4-(2-氧代乙基)?唑啉-3-羧酸-(S)-叔丁酯合成路线 （共 10 条）
反应条件
1: With oxalyl dichloride; dimethyl sulfoxide in dichloromethane T=-60°C; 2: With triethylamine in dichloromethane T=-60 - 20°C; 1.5 h;
参考文献
Berthel, Steven Joseph; Brinkman, John A.; Hayden, Stuart; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright
Patent: US2009/264445 A1, 2009 ;
Location in patent: Page/Page column 73 ;
反应条件
dimethyl sulfoxide; triethylamine
参考文献
FUJIREBIO Inc.
Patent: EP520336 A2, 1992 ;
EP 0520336 A2
参考文献
Ksander, Gary M.; De Jesus, Reynalda; Yuan, Andrew; Ghai; Trapani; McMartin, Colin; Bohacek, Regine
Journal of Medicinal Chemistry, 1997 , vol. 40, # 4 p. 495 - 505
反应条件
1.1: 97 percent / NaBH4 / ethanol / Heating 2.1: p-toluenesulfonic acid monohydrate / CH2Cl2 / 2 h / 20 °C 2.2: 67 h / 20 °C 3.1: 14.64 g / silica gel / CH2Cl2; H2O / 72 h / 20 °C 4.1: 97 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / 1.5 h / -60 - 20 °C View Scheme
参考文献
Ksander, Gary M.; De Jesus, Reynalda; Yuan, Andrew; Ghai; Trapani; McMartin, Colin; Bohacek, Regine
Journal of Medicinal Chemistry, 1997 , vol. 40, # 4 p. 495 - 505
反应条件
1: 14.64 g / silica gel / CH2Cl2; H2O / 72 h / 20 °C 2: 97 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / 1.5 h / -60 - 20 °C View Scheme
参考文献
Paintner, Franz F.; Allmendinger, Lars; Bauschke, Gerd; Klemann, Patricia
Organic Letters, 2005 , vol. 7, # 7 p. 1423 - 1426
反应条件
1.1: 98 percent / Et3N / H2O; dioxane 2.1: 97 percent / NaBH4 / ethanol / Heating 3.1: p-toluenesulfonic acid monohydrate / CH2Cl2 / 2 h / 20 °C 3.2: 67 h / 20 °C 4.1: 14.64 g / silica gel / CH2Cl2; H2O / 72 h / 20 °C 5.1: 97 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / 1.5 h / -60 - 20 °C View Scheme
参考文献
Venkataiah, Mallam; Reddipalli, Gowrisankar; Jasti, Lakshmi Swarnalatha; Fadnavis, Nitin W.
Tetrahedron Asymmetry, 2011 , vol. 22, # 20-22 p. 1855 - 1860
反应条件
1: 1.) 9-borabicyclo<3.3.1>nonane, 2.) aq. H2O2, NaOH / 1.) THF, RT, 12 h, 2.) THF, RT, 4 h 2: Des-Martin periodinane / CH2Cl2 / 0.3 h / Ambient temperature View Scheme
参考文献
Kawate, Tomohiko; Fukuta, Natsuko; Nishida, Atsushi; Nakagawa, Masako
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 12 p. 2116 - 2118
参考文献
Ma, Dawei; Zhu, Wei
Synlett, 2006 , # 8 p. 1181 - 1184
反应条件
1.1: 78 percent / 1.5 h / -78 - -20 °C 2.1: 52 percent / t-BuOK / dimethylformamide / 18 h / 0 - 20 °C 3.1: Grubbs' catalyst / CH2Cl2 / 4 h / 20 °C 3.2: 54 percent / DDQ / benzene / 16 h / Heating 4.1: 82 percent / HCl / methanol / 0.5 h / 0 °C 5.1: 46 percent / aq. H2CrO4 / diethyl ether / 2 h / 20 °C View Scheme
参考文献
Chattopadhyay, Shital K.; Sarkar, Kaushik; Karmakar, Swastik
Synlett, 2005 , # 13 art. no. D11805ST, p. 2083 - 2085
反应条件
1.1: Cu(OAc)2*H2O; 2,2-bis[(3aS,8aR)-3a,8,8a-3H-indeno[3,2-d]oxazol-2yl]propane / ethanol / 120 h / 20 °C
1.2: 2,6-lutidine / CH2Cl2 / 16.5 h / 0 - 20 °C
1.3: HCO2NH4 / Pd/C / methanol / 24 h / 20 °C
2.1: 2.252 g / Et3N / CH2Cl2 / 70 h / 20 °C
3.1: 64 percent / (+/-)-camphorsulfonic acid; ethylene glycol / tetrahydrofuran / 48 h / 50 °C
4.1: 83 percent / TEMPO; sodium phosphate buffer; aq. NaClO2 / aq. NaOCl / acetonitrile / 4.5 h / 35 °C / pH 6.7
View Scheme
参考文献
Paintner, Franz F.; Allmendinger, Lars; Bauschke, Gerd; Klemann, Patricia
Organic Letters, 2005 , vol. 7, # 7 p. 1423 - 1426
