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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
马沙骨化醇
合成路线
(共 19 条)
142927-18-2
→
反应条件
103909-75-7
马沙骨化醇
反应条件
in tetrahydrofuran T=24 - 28°C; 96 - 120 h;
参考文献
Chugai Seiyaku Kabushiki Kaisha
Patent: US2004/108198 A1, 2004 ;
Location in patent: Page 9 ;
917-54-4
甲基锂
+
413571-27-4
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1: in tetrahydrofuran T=-78°C; 1 h; 2: With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C;
参考文献
Fall, Yagamare; Gonzalez, Victoria; Vidal, Beatriz; Mourino, Antonio
Tetrahedron Letters, 2002 , vol. 43, # 3 p. 427 - 429
103909-78-0
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1: 85 percent / TBAF / tetrahydrofuran / 15 h / Heating 2: 1.) EtOH, irrad., 0 deg C, 1.5 min, 2.) EtOH, reflux, 2 h View Scheme
参考文献
Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 36, # 7 p. 645 - 654
20998-18-9
1-羟基去氢表雄酮
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 20 - 125 °C / |Large scale 2.1: potassium tert-butylate / tetrahydrofuran / 4 h / 25 - 30 °C / |Large scale 3.1: tetrahydrofuran / 4 h / 20 - 45 °C / |Large scale 4.1: sodium hydroxide; dihydrogen peroxide / 1 h / 25 °C / |Large scale 5.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / |Large scale 5.2: 1 h / 20 °C / |Reflux; |Large scale 6.1: L-Selectridereg; / tetrahydrofuran / 1 h / |Reflux; |Large scale 7.1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / n-heptane / 0.25 h / 78 °C 8.1: 2,4,6-trimethyl-pyridine / toluene / 2.5 h / 110 °C / |Large scale 9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / 66 °C 10.1: tetrahydrofuran / 7 h / 10 °C / |Irradiation 11.1: tetrahydrofuran / 85 h / 25 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 9, # 3 p. 278 - 287
111594-61-7
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 4 h / 25 - 30 °C / |Large scale 2.1: tetrahydrofuran / 4 h / 20 - 45 °C / |Large scale 3.1: sodium hydroxide; dihydrogen peroxide / 1 h / 25 °C / |Large scale 4.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / |Large scale 4.2: 1 h / 20 °C / |Reflux; |Large scale 5.1: L-Selectridereg; / tetrahydrofuran / 1 h / |Reflux; |Large scale 6.1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / n-heptane / 0.25 h / 78 °C 7.1: 2,4,6-trimethyl-pyridine / toluene / 2.5 h / 110 °C / |Large scale 8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / 66 °C 9.1: tetrahydrofuran / 7 h / 10 °C / |Irradiation 10.1: tetrahydrofuran / 85 h / 25 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 9, # 3 p. 278 - 287
143101-51-3
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: tetrahydrofuran / 4 h / 20 - 45 °C / |Large scale 2.1: sodium hydroxide; dihydrogen peroxide / 1 h / 25 °C / |Large scale 3.1: sodium hydride; 15-crown-5 / tetrahydrofuran; mineral oil / 6 h / 0 °C / |Large scale 4.1: cerium(III) chloride / tetrahydrofuran / 0.5 h / -15 °C 4.2: 0.5 h / -15 °C 5.1: cerium(III) chloride / tetrahydrofuran / 0.5 h / -15 °C / |Large scale 5.2: 0.5 h / -15 °C / |Large scale 6.1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / n-heptane / 0.25 h / 78 °C 7.1: 2,4,6-trimethyl-pyridine / toluene / 2.5 h / 110 °C / |Large scale 8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / 66 °C 9.1: tetrahydrofuran / 7 h / 10 °C / |Irradiation 10.1: tetrahydrofuran / 85 h / 25 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 9, # 3 p. 278 - 287
81522-68-1
[3S-(1Z,3a,5b)]-[2-[3,5-二[(叔丁基)二甲基硅氧基]-2-亚甲基环己亚基]乙基]二苯基氧化膦
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: 93 percent / nBuLi / tetrahydrofuran; hexane / -78 - -40 °C 2.1: tetrahydrofuran / 1 h / -78 °C 2.2: 77 percent / NBu4F / tetrahydrofuran / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 43, # 3 p. 427 - 429
192573-35-6
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: 90 percent / HF / acetonitrile / 20 °C 2.1: 95 percent / PDC / CH2Cl2 / 20 °C 3.1: 93 percent / nBuLi / tetrahydrofuran; hexane / -78 - -40 °C 4.1: tetrahydrofuran / 1 h / -78 °C 4.2: 77 percent / NBu4F / tetrahydrofuran / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 43, # 3 p. 427 - 429
413571-28-5
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: 93 percent / nBuLi / tetrahydrofuran; hexane / -78 - -40 °C 2.1: tetrahydrofuran / 1 h / -78 °C 2.2: 77 percent / NBu4F / tetrahydrofuran / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 43, # 3 p. 427 - 429
413571-29-6
→
反应条件
103909-75-7
马沙骨化醇
反应条件
1.1: 95 percent / PDC / CH2Cl2 / 20 °C 2.1: 93 percent / nBuLi / tetrahydrofuran; hexane / -78 - -40 °C 3.1: tetrahydrofuran / 1 h / -78 °C 3.2: 77 percent / NBu4F / tetrahydrofuran / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 43, # 3 p. 427 - 429
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