4-(2-羟基乙基)-2,2-二甲基噁唑啉-3-羧酸-(S)-叔丁酯合成路线 (共 17 条)
反应条件
1: 1.) N-hydroxysuccinimide, DCC; 2.) NaBH4 / 1.) CH2Cl2, r.t., 3 h; 2.) THF, EtOH, 0 deg C, 15 min 2: p-TsOH / CH2Cl2 / Ambient temperature 3: LiAlH4 / diethyl ether / 0.33 h / 0 °C View Scheme
参考文献
Heterocycles, , vol. 46, # 1 p. 335 - 348
反应条件
1: p-TsOH / CH2Cl2 / Ambient temperature 2: LiAlH4 / diethyl ether / 0.33 h / 0 °C View Scheme
参考文献
Heterocycles, , vol. 46, # 1 p. 335 - 348
反应条件
sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide 1.) THF, RT, 12 h, 2.) THF, RT, 4 h; Multistep reaction;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 45, # 12 p. 2116 - 2118
参考文献
Synlett, , # 8 p. 1181 - 1184
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
反应条件
1.1: 97 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / 1.5 h / -60 - 20 °C
2.1: 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
2.2: 2,6-lutidine / CH2Cl2 / 16.5 h / 0 - 20 °C
2.3: HCO2NH4 / Pd/C / methanol / 24 h / 20 °C
3.1: 2.252 g / Et3N / CH2Cl2 / 70 h / 20 °C
4.1: 64 percent / (+/-)-camphorsulfonic acid; ethylene glycol / tetrahydrofuran / 48 h / 50 °C
5.1: 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