1,4-二噁螺[4.5]癸烷-8-羧酸乙酯合成路线 （共 24 条）
反应条件
1: chromic acid 2: 93 percent / p-toluene sulfonic acid View Scheme
参考文献
Synthetic Communications, , vol. 11, # 3 p. 167 - 178
反应条件
1: 1.00 g / lithium aluminum hydride / tetrahydrofuran 2: 0.40 g / HCl View Scheme
参考文献
Zhang, Xuqing; Sui, Zhihua; Lanter, James C.
Patent: US2011/306592 A1, 2011 ;
反应条件
1: 1.) LDA / 1) THF, -20 deg C, 1 h, 2) THF, -20 deg C, 30 min, -20 deg C --> rt, 1 h 2: N-(2-naphthalenesulfonyl)-D-valine, BH3*THF / various solvent(s) / 3 h / -78 °C 3: n-Bu4NF / tetrahydrofuran / 1 h / Ambient temperature 4: 1.) Me3Al / 1) CH2Cl2, toluene, rt, 30 min; 2) CH2Cl2, toluene. 50-55 deg C, 2 d View Scheme
参考文献
Wu, Guangzhong; Tormos, Wanda
Journal of Organic Chemistry, 1997 , vol. 62, # 18 p. 6412 - 6414
反应条件
1: 1.) LDA / 1) THF, -20 deg C, 1 h, 2) THF, -20 deg C, 30 min, -20 deg C --> rt, 1 h 2: N-(2-naphthalenesulfonyl)-D-valine, BH3*THF / various solvent(s) / 3 h / -78 °C 3: n-Bu4NF / tetrahydrofuran / 1 h / Ambient temperature 4: 1.) Me3Al / 1) CH2Cl2, toluene, rt, 30 min; 2) CH2Cl2, toluene. 50-55 deg C, 2 d 5: BnNEt3Cl, (EtO)2P(O)Cl, aq. NaOH / CH2Cl2 / 2 h / Ambient temperature 6: toluene; various solvent(s) / 1.5 h / 48 - 52 °C / further solvents and temperatures View Scheme
参考文献
Wu, Guangzhong; Tormos, Wanda
Journal of Organic Chemistry, 1997 , vol. 62, # 18 p. 6412 - 6414
反应条件
lithium diisopropyl amide 1) THF, -20 deg C, 1 h, 2) THF, -20 deg C, 30 min, -20 deg C --> rt, 1 h; Yield given. Multistep reaction;
参考文献
Wu, Guangzhong; Tormos, Wanda
Journal of Organic Chemistry, 1997 , vol. 62, # 18 p. 6412 - 6414
反应条件
1: superhydride / tetrahydrofuran / -78 - 0 °C 2: Et3N / CH2Cl2 / 0 °C 3: NaN3 / dimethylformamide / Heating 4: 22 percent / H2 / 10 percent Pd/C / methanol View Scheme
参考文献
Levesque, Sophie; St-Denis, Yves; Bachand, Benoit; Preville, Patrice; Leblond, Lorraine; Winocour, Peter D; Edmunds, Jeremy J; Rubin; Siddiqui
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 24 p. 3161 - 3164
反应条件
O,N-dimethyl-hydroxylamine hydrochloride in tetrahydrofuran T=-20 - 0°C; 2.5 h;
参考文献
SCHERING CORPORATION
Patent: WO2006/98961 A2, 2006 ;
Location in patent: Page/Page column 96-97 ;
反应条件
1: 1.) Ph3CLi / 1) cooling (ice-bath), 45 min, THF, hexane; 2) THF, hexane, cooling (ice-bath), 90 min 2: 50W-X4(H+), water / ethanol / 1 h / Heating 3: dichlorodicyanoquinone / 23 h / Heating View Scheme
参考文献
Pettit, George R.; Harvey, Thomas B.
Synthetic Communications, 1981 , vol. 11, # 3 p. 167 - 178
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / |Reflux 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C 2.2: 18 h / 20 °C 3.1: hydrogenchloride / water / 1 h / 20 °C View Scheme
参考文献
Stella Pharma Corporation; Osaka Prefecture University Public Corporation; KIRIHATA,Mitsunori; HATTORI,Yoshihide; UEHARA,Kohki; TAKENAKA,Hiroshi
Patent: EP2602261 A1, 2013 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran T=0°C; 0.5 h;
参考文献
Corbett, Wendy Lea; Grimsby, Joseph Samuel; Haynes, Nancy-Ellen; Kester, Robert Francis; Mahaney, Paige Erin; Racha, Jagdish Kumar; Sarabu, Ramakanth; Wang, Ka
Patent: US2003/225283 A1, 2003 ;
Location in patent: Page 46-47 ;
