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结构式
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
科里内酯
合成路线
(共 11 条)
39746-01-5
[3aR(3aα,4α,5β,6aα)]-(-)-5-(苯甲酰氧基)六氢-2-氧代-2H-环戊并[b]呋喃-4-甲醛
→
反应条件
39746-00-4
科里内酯
反应条件
sodium tetrahydroborate in methanol; dichloromethane T=0°C; 0.416667 h;
参考文献
Alcon Laboratories, Inc.
Patent: US6353000 B1, 2002 ;
Location in patent: Page column 10 ;
101208-17-7
(-)-3-羰基-6-Β -三苯甲基氧-7-Alpha -苯甲酰氧-2-氧杂双环[ 3.3.0 ]辛烷
→
反应条件
39746-00-4
科里内酯
反应条件
1: With silica gel; carbon in dichloromethane T=25 - 40°C; 1.41667 h; 2: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone in acetonitrile T=30 - 60°C; 2.16667 h;
参考文献
Jackson, Mark; Dahanukar, Vilas Hareshwar; Joseph, Suju Chuttippari; Eda, Vishnu Vardhana Verma Reddy; Ramdas, Sandip Khobare
Patent: US2013/184476 A1, 2013 ;
Location in patent: Paragraph 0115 ;
39746-00-4
科里内酯
→
反应条件
333963-40-9
反应条件
1.1: Dess-Martin periodane / dichloromethane / 5 h / 0 °C / |Inert atmosphere 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / |Inert atmosphere 2.2: 0.5 h / 26 °C / |Inert atmosphere 2.3: 20 h / 25 - 45 °C 3.1: carbon / ethyl acetate / 2 h / 25 - 40 °C 3.2: 20 - 25 °C / 1034.32 - 1292.9 Torr / |Inert atmosphere 4.1: potassium carbonate / methanol / 17 h / 25 - 35 °C / |Inert atmosphere 5.1: pyridinium p-toluenesulfonate / dichloromethane / 0.17 h / 25 °C / |Inert atmosphere 5.2: 16 h / 25 °C 6.1: methanol; sodium tetrahydroborate / tetrahydrofuran / 2 h / -15 - -10 °C / |Inert atmosphere 7.1: diisobutylaluminium hydride / toluene / 2 h / -65 - 70 °C 8.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 - 5 °C / |Inert atmosphere 8.2: 2 h / 0 - 5 °C 9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 19 - 25 °C / |Inert atmosphere 9.2: 18 h / 20 - 25 °C 10.1: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 2 h / 6 - 12 °C / |Inert atmosphere 11.1: hydrogenchloride / acetonitrile; water / 4 h / 13 - 20 °C 12.1: carbon / ethyl acetate / 2 h / 20 °C 12.2: 1.5 h / 17 - 25 °C / 2250.23 Torr View Scheme
参考文献
Jackson, Mark; Dahanukar, Vilas Hareshwar; Joseph, Suju Chuttippari; Eda, Vishnu Vardhana Verma Reddy; Ramdas, Sandip Khobare
Patent: US2013/184476 A1, 2013 ;
39746-00-4
科里内酯
→
反应条件
39746-01-5
[3aR(3aα,4α,5β,6aα)]-(-)-5-(苯甲酰氧基)六氢-2-氧代-2H-环戊并[b]呋喃-4-甲醛
反应条件
Dess-Martin periodane in dichloromethane T=0 - 20°C; 1 h;
参考文献
Fleming, Ian; Winter, Stephen B. D.
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 17 p. 2687 - 2700
39746-00-4
科里内酯
→
反应条件
51260-12-9
+
39746-01-5
[3aR(3aα,4α,5β,6aα)]-(-)-5-(苯甲酰氧基)六氢-2-氧代-2H-环戊并[b]呋喃-4-甲醛
反应条件
sulfur trioxide pyridine complex Inert atmosphere;
参考文献
Ohta, Chisa; Kuwabe, Shin-Itsu; Shiraishi, Tai; Shinohara, Ikuo; Araki, Hiroshi; Sakuyama, Shigeru; Makihara, Takayuki; Kawanaka, Yasufumi; Ohuchida, Shuichi; Takuya, Seko
Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8298 - 8308
39746-00-4
科里内酯
→
反应条件
69552-46-1
卡巴环素
反应条件
2: 1.) Ph(Me)S(O)NMe, 2.) Al-Hg 3: 1.) LiAlH4 / 2.) Collins oxd. 4: 30 percent / RhCl(PPh3)3 / CH2Cl2 / 20 h / 40 °C 5: p-TsOH / methanol 6: DMAP 7: PPTS 8: H2 / 5percent Pd-C 9: RhCl(PPh3)3 View Scheme
参考文献
Ueno, Kohshi; Suemune, Hiroshi; Sakai, Kiyoshi
Chemical & Pharmaceutical Bulletin, 1984 , vol. 32, # 9 p. 3768 - 3769
39746-00-4
科里内酯
→
反应条件
32233-40-2
(-)-6beta-羟甲基-7alpha-羟基-顺式-2-氧杂双环[3.3.0]辛-3-酮
反应条件
1: With sodium methylate in methanol T=20°C; 1.5 h; 2: With hydrogenchloride in 1,4-dioxane; methanol T=20°C; pH=3 - 4;
参考文献
Alphora Research Inc.
Patent: US2010/56807 A1, 2010 ;
Location in patent: Page/Page column 3 ;
39746-00-4
科里内酯
→
反应条件
551-11-1
前列腺素
反应条件
1: 95 percent / DMAP; Et3N / CH2Cl2 2: K2CO3 / methanol 3: imidazole / dimethylformamide 4: Et2AlCl / CH2Cl2 / 2 h / -50 °C 5: Dess-Martin periodinane; NaHCO3 / CH2Cl2 6: KOtBu / tetrahydrofuran 7: 84 percent / Grubbs' 2nd generation catalyst / CH2Cl2 / 12 h / 40 °C 8: DIBAL-H / CH2Cl2 / -78 °C 9: KOtBu / tetrahydrofuran 10: HCl / tetrahydrofuran / 48 h View Scheme
参考文献
Sheddan, Neil A.; Arion, Vladimir B.; Mulzer, Johann
Tetrahedron Letters, 2006 , vol. 47, # 37 p. 6689 - 6693
39746-00-4
科里内酯
+
76-83-5
三苯基氯甲烷
→
反应条件
101208-17-7
(-)-3-羰基-6-Β -三苯甲基氧-7-Alpha -苯甲酰氧-2-氧杂双环[ 3.3.0 ]辛烷
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane
参考文献
Sheddan, Neil A.; Arion, Vladimir B.; Mulzer, Johann
Tetrahedron Letters, 2006 , vol. 47, # 37 p. 6689 - 6693
39746-00-4
科里内酯
→
反应条件
84786-80-1
反应条件
1: 100 percent / imidazole / dimethylformamide 2: 88 percent / NaOH / methanol View Scheme
参考文献
Katagiri, Nobuya; Toyota, Akemi; Shiraishi, Takuya; Sato, Hiroshi; Kaneko, Chikara
Tetrahedron Letters, 1992 , vol. 33, # 24 p. 3507 - 3510
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