1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Base Information

Chemical Name:1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine
CAS No.:137819-77-3
Molecular Formula:C₂₅H₃₁N₃O₂SSi
Molecular Weight:465.692
Hs Code.:

Synonyms:1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Suppliers and Price of 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

There total 8 articles about 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 71-30-7
Cytosine

: 137719-23-4
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

: 29420-49-3
potassium nonaflate

: 137819-77-3
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Guidance literature:: With 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; sodium hydrogencarbonate; acetonitrile;

Reference yield:

: 71-30-7
Cytosine

: 137719-23-4
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

: 137719-35-8
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-α-D-ribofuranosyl>cytosine

: 137819-77-3
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Guidance literature:: With chloro-trimethyl-silane; potassium nonaflate; 1,1,1,3,3,3-hexamethyl-disilazane; In acetonitrile; at 25 ℃;
DOI:10.1021/jm00081a015

Reference yield:

: 102717-29-3
(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

: 137819-77-3
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine

Guidance literature:: Multi-step reaction with 7 steps

1: aq. NaOH / ethanol / 1 h

2: dimethylsulfoxide; toluene / 2 h / 25 °C

3: 85 percent / PPh₃, imidazole, iodine / toluene / 1 h / Heating

4: 1.) tetrabutylammonium hydroxide / 1.) MeOH, toluene, 2.) toluene, 18 h

5: DIBAL-H / hexane / 0.5 h / -78 °C

6: pyridine, DMAP

7: 78 mg / potassium nonafluorobutanesulfonate, HMDS, TMSCl / acetonitrile / 25 °C

With pyridine; 1H-imidazole; dmap; sodium hydroxide; chloro-trimethyl-silane; tetra(n-butyl)ammonium hydroxide; iodine; diisobutylaluminium hydride; potassium nonaflate; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol; hexane; dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1021/jm00081a015