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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
NPI 0052
合成路线
(共 76 条)
856682-15-0
→
反应条件
437742-34-2
NPI 0052
反应条件
1: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 2: 88 percent / tetrahydrofuran; hexane / 3 h / -78 °C 3: 90 percent / CAN / H2O; acetonitrile / 6 h / 0 °C 4: liq. NH3; Na / tetrahydrofuran / 2 h / -78 °C 5: 70.0 mg / NaBH4 / tetrahydrofuran; H2O / 0.5 h 6: BCl3 / CH2Cl2 / 0.5 h / 0 °C 7: BOPCl; TEA / CH2Cl2 / 16 h / 20 °C 8: 6.8 mg / PH3PCl2 / pyridine; acetonitrile / 4 h / 20 °C View Scheme
参考文献
Endo, Atsushi; Danishefsky, Samuel J.
Journal of the American Chemical Society, 2005 , vol. 127, # 23 p. 8298 - 8299
856682-14-9
→
反应条件
437742-34-2
NPI 0052
反应条件
1: 85 percent / NaBH4 / tetrahydrofuran; ethanol / 6 h / 20 °C 2: 95 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 3: 88 percent / tetrahydrofuran; hexane / 3 h / -78 °C 4: 90 percent / CAN / H2O; acetonitrile / 6 h / 0 °C 5: liq. NH3; Na / tetrahydrofuran / 2 h / -78 °C 6: 70.0 mg / NaBH4 / tetrahydrofuran; H2O / 0.5 h 7: BCl3 / CH2Cl2 / 0.5 h / 0 °C 8: BOPCl; TEA / CH2Cl2 / 16 h / 20 °C 9: 6.8 mg / PH3PCl2 / pyridine; acetonitrile / 4 h / 20 °C View Scheme
参考文献
Endo, Atsushi; Danishefsky, Samuel J.
Journal of the American Chemical Society, 2005 , vol. 127, # 23 p. 8298 - 8299
856682-08-1
→
反应条件
437742-34-2
NPI 0052
反应条件
1: 90 percent / CAN / H2O; acetonitrile / 6 h / 0 °C 2: liq. NH3; Na / tetrahydrofuran / 2 h / -78 °C 3: 70.0 mg / NaBH4 / tetrahydrofuran; H2O / 0.5 h 4: BCl3 / CH2Cl2 / 0.5 h / 0 °C 5: BOPCl; TEA / CH2Cl2 / 16 h / 20 °C 6: 6.8 mg / PH3PCl2 / pyridine; acetonitrile / 4 h / 20 °C View Scheme
参考文献
Endo, Atsushi; Danishefsky, Samuel J.
Journal of the American Chemical Society, 2005 , vol. 127, # 23 p. 8298 - 8299
704910-42-9
→
反应条件
437742-34-2
NPI 0052
反应条件
1.1: aq. LiOH / tetrahydrofuran / 96 h / 5 °C 2.1: bis(2-oxo-3-oxazolidinyl)phosphonic chloride; pyridine / CH2Cl2 / 1 h / 23 °C 2.2: 100 mg / pyridine; PPh3Cl2 / acetonitrile; CH2Cl2 / 1 h / 23 °C View Scheme
参考文献
Reddy, Leleti Rajender; Saravanan; Corey
Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6230 - 6231
704910-38-3
→
反应条件
437742-34-2
NPI 0052
反应条件
1.1: 83 percent / tetrahydrofuran / 5 h / -78 °C 2.1: 92 percent / KHCO3; KF; aq. H2O2 / methanol; tetrahydrofuran / 18 h / 23 °C 3.1: 83 percent / aq. ceric ammonium nitrate / acetonitrile / 1 h / 0 °C 4.1: aq. LiOH / tetrahydrofuran / 96 h / 5 °C 5.1: bis(2-oxo-3-oxazolidinyl)phosphonic chloride; pyridine / CH2Cl2 / 1 h / 23 °C 5.2: 100 mg / pyridine; PPh3Cl2 / acetonitrile; CH2Cl2 / 1 h / 23 °C View Scheme
参考文献
Reddy, Leleti Rajender; Saravanan; Corey
Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6230 - 6231
704910-44-1
→
反应条件
437742-34-2
NPI 0052
反应条件
1.1: 2.68 g / Dess-Martin reagent / CH2Cl2 / 1 h / 23 °C 2.1: 83 percent / tetrahydrofuran / 5 h / -78 °C 3.1: 92 percent / KHCO3; KF; aq. H2O2 / methanol; tetrahydrofuran / 18 h / 23 °C 4.1: 83 percent / aq. ceric ammonium nitrate / acetonitrile / 1 h / 0 °C 5.1: aq. LiOH / tetrahydrofuran / 96 h / 5 °C 6.1: bis(2-oxo-3-oxazolidinyl)phosphonic chloride; pyridine / CH2Cl2 / 1 h / 23 °C 6.2: 100 mg / pyridine; PPh3Cl2 / acetonitrile; CH2Cl2 / 1 h / 23 °C View Scheme
参考文献
Reddy, Leleti Rajender; Saravanan; Corey
Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6230 - 6231
704910-41-8
→
反应条件
437742-34-2
NPI 0052
反应条件
1.1: 83 percent / aq. ceric ammonium nitrate / acetonitrile / 1 h / 0 °C 2.1: aq. LiOH / tetrahydrofuran / 96 h / 5 °C 3.1: bis(2-oxo-3-oxazolidinyl)phosphonic chloride; pyridine / CH2Cl2 / 1 h / 23 °C 3.2: 100 mg / pyridine; PPh3Cl2 / acetonitrile; CH2Cl2 / 1 h / 23 °C View Scheme
参考文献
Reddy, Leleti Rajender; Saravanan; Corey
Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6230 - 6231
704910-39-4
→
反应条件
437742-34-2
NPI 0052
反应条件
1.1: 92 percent / KHCO3; KF; aq. H2O2 / methanol; tetrahydrofuran / 18 h / 23 °C 2.1: 83 percent / aq. ceric ammonium nitrate / acetonitrile / 1 h / 0 °C 3.1: aq. LiOH / tetrahydrofuran / 96 h / 5 °C 4.1: bis(2-oxo-3-oxazolidinyl)phosphonic chloride; pyridine / CH2Cl2 / 1 h / 23 °C 4.2: 100 mg / pyridine; PPh3Cl2 / acetonitrile; CH2Cl2 / 1 h / 23 °C View Scheme
参考文献
Reddy, Leleti Rajender; Saravanan; Corey
Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6230 - 6231
1256638-99-9
→
反应条件
1256842-57-5
+
437742-34-2
NPI 0052
反应条件
ammonium cerium (IV) nitrate; water in methanol T=0°C; 6 h; Inert atmosphere; optical yield given as percent de;
参考文献
Nguyen, Henry; Ma, Gil; Gladysheva, Tatiana; Fremgen, Trisha; Romo, Daniel
Journal of Organic Chemistry, 2011 , vol. 76, # 1 p. 2 - 12
1309575-65-2
→
反应条件
437742-34-2
NPI 0052
反应条件
1.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 44 h / -20 °C / Inert atmosphere 2.1: acetonitrile / 1 h / 20 °C / Inert atmosphere 3.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 12 h / 0 °C / Inert atmosphere 4.1: camphor-10-sulfonic acid / methanol / 3 h / 0 °C / Inert atmosphere 5.1: Dess-Martin periodane / dichloromethane / 45 h / 20 °C / Inert atmosphere 6.1: n-butyllithium; zinc(II) chloride / tetrahydrofuran; hexane / 5 h / -78 °C / Inert atmosphere 7.1: trifluoroacetic acid / tetrahydrofuran; water / 2 h / 0 - 60 °C / Inert atmosphere 7.2: 0.75 h / 0 °C / Inert atmosphere 8.1: ammonia; sodium / tetrahydrofuran; water; tert-butyl alcohol / 0.08 h / -78 °C / Inert atmosphere 8.2: 14 h / 20 °C / Inert atmosphere 9.1: pyridine; dichlorotriphenylphosphorane / acetonitrile / 3.5 h / 20 °C / Inert atmosphere View Scheme
参考文献
Satoh, Nobuhiro; Yokoshima, Satoshi; Fukuyama, Tohru
Organic Letters, 2011 , vol. 13, # 12 p. 3028 - 3031
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