* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Reference:
[1] Nucleosides, Nucleotides and Nucleic Acids, 2005, vol. 24, # 5-7, p. 713 - 715
2
[ 97614-43-2 ]
[ 69256-17-3 ]
Reference:
[1] Nucleosides, nucleotides and nucleic acids, 2003, vol. 22, # 5-8, p. 1343 - 1346
[2] Journal of Organic Chemistry, 1988, vol. 53, p. 85 - 88
[3] Organic Letters, 2017, vol. 19, # 2, p. 404 - 407
3
[ 22224-41-5 ]
[ 97614-43-2 ]
Reference:
[1] Nucleosides, nucleotides and nucleic acids, 2003, vol. 22, # 5-8, p. 1343 - 1346
[2] Journal of the American Chemical Society, 1995, vol. 117, # 43, p. 10781 - 10782
[3] Organic Letters, 2004, vol. 6, # 9, p. 1465 - 1468
[4] Tetrahedron, 1998, vol. 54, # 28, p. 8223 - 8240
[5] Tetrahedron, 2012, vol. 68, # 26, p. 5145 - 5151
4
[ 97614-42-1 ]
[ 97614-43-2 ]
Yield
Reaction Conditions
Operation in experiment
66.4%
With triethylamine tris(hydrogen fluoride) In ethyl acetate at 60 - 70℃; for 4.5 h;
The synthesis of compound viii: The compound vii (2.2mmol) was dissolved in ethyl acetate (54ml), and Et3N .bul. 3HF (2.08ml, 0.013mmol) was added while stirring the solution. The solution was heated up to 60°C, stirred for 3h, and then heated to 70 °C and stirred for 1.5h. The solution was added with ice-salt (10 ml) to terminate the reaction, and extracted with dichloromethane. The organic layers were combined and then washed sequentially with saline, water and saturated sodium bicarbonate, and dried over anhydrous sodium sulfate for over 4 hours. The solvent was drawn off under a reduced pressure to obtain dark yellow syrup. The syrup was purified (dichloromethane elution) by means of a silica gel funnel (5cm .x. 5cm) to yield light yellow syrup(86.8percent). Finally the crude product was crystallized in 95percent ethanol solution to obtain the white compound viii crystalline (66.4percent). 1H NMR(CDCl3) δppm: 7.31.similar.8.10 (m, 15H, OBz), 6.71 (d, J=9.0Hz, 1H, H-1), 5.68 (dd, J=19.44Hz, 1H, H-3), 5.32 (d, J=48.2Hz, 1H, H-2), 4.65.similar.4.77 (m, 3H, H-4, H-5). M.p.80.similar.82°C.
Reference:
[1] Patent: EP2177527, 2010, A1, . Location in patent: Page/Page column 11-12
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[3] Tetrahedron Letters, 1996, vol. 37, # 1, p. 17 - 20
5
[ 97614-41-0 ]
[ 97614-43-2 ]
Reference:
[1] Tetrahedron, 1998, vol. 54, # 28, p. 8223 - 8240
[2] Organic Letters, 2004, vol. 6, # 9, p. 1465 - 1468
[3] Journal of Medicinal Chemistry, 2006, vol. 49, # 17, p. 5377 - 5381
6
[ 97614-42-1 ]
[ 97614-43-2 ]
[ 97614-50-1 ]
Reference:
[1] Journal of Organic Chemistry, 1985, vol. 50, # 19, p. 3644 - 3647
7
[ 97614-50-1 ]
[ 97614-43-2 ]
Reference:
[1] Tetrahedron Letters, 1996, vol. 37, # 1, p. 17 - 20
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S638-S640
8
[ 97614-41-0 ]
[ 97614-43-2 ]
Reference:
[1] Journal of Fluorine Chemistry, 2000, vol. 106, # 1, p. 87 - 91
9
[ 97614-50-1 ]
[ 97614-43-2 ]
Reference:
[1] Journal of Fluorine Chemistry, 2000, vol. 106, # 1, p. 87 - 91
10
[ 107-21-1 ]
[ 97614-42-1 ]
[ 38491-60-0 ]
[ 97614-43-2 ]
[ 97614-49-8 ]
Reference:
[1] Journal of Organic Chemistry, 1985, vol. 50, # 19, p. 3644 - 3647
11
[ 97614-43-2 ]
[ 123318-82-1 ]
Reference:
[1] Nucleosides, Nucleotides and Nucleic Acids, 2000, vol. 19, # 10-12, p. 1861 - 1884
[2] Organic Process Research and Development, 2004, vol. 8, # 6, p. 889 - 896
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[4] Patent: CN106397518, 2017, A,
<i>N</i>-{1-[5-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3-fluoro-4-oxo-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide[ No CAS ]
Diisopropyl-phosphoramidous acid (2R,3R,4S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-5-(2-isobutylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester[ No CAS ]
(2R,3R,4S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-fluorotetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite[ No CAS ]