Thymidine, 3'-O-[(1,1-dimethylethyl)diphenylsilyl]-, 5'-methanesulfonate

Base Information

• Chemical Name: Thymidine, 3'-O-[(1,1-dimethylethyl)diphenylsilyl]-, 5'-methanesulfonate
• CAS No.: 138840-74-1
• Molecular Formula: C27H34N2O7SSi
• Molecular Weight: 558.728
• Mol file: 138840-74-1.mol

Synonyms:Thymidine, 3'-O-[(1,1-dimethylethyl)diphenylsilyl]-, 5'-methanesulfonate

Chemical Property of Thymidine, 3'-O-[(1,1-dimethylethyl)diphenylsilyl]-, 5'-methanesulfonate

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thymidine, 3'-O-[(1,1-dimethylethyl)diphenylsilyl]-, 5'-methanesulfonate

There total 2 articles about Thymidine, 3'-O-[(1,1-dimethylethyl)diphenylsilyl]-, 5'-methanesulfonate 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: 81.0%

→ 3'-O-tert-Butyldiphenylsilyl-5'-O-methanesulfonyl-thymidine (138840-74-1)

Guidance literature:

With pyridine; at 0 ℃; for 5h; Inert atmosphere;

Reference yield: 71.0%

1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (83467-48-5) + methanesulfonyl chloride (124-63-0) → 3'-O-tert-Butyldiphenylsilyl-5'-O-methanesulfonyl-thymidine (138840-74-1)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/S0040-4020(01)80885-1

Reference yield: 98.0%

bis(4-methoxyphenyl)ditelluride (35684-37-8) + 3'-O-tert-Butyldiphenylsilyl-5'-O-methanesulfonyl-thymidine (138840-74-1) → 5'-Anisyltelluro-3'-O-tert.-butyldiphenylsilyl-5'-deoxy-thymidine (138840-75-2)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80885-1

upstream raw materials:

1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

methanesulfonyl chloride

Downstream raw materials:

5'-Anisyltelluro-3'-O-tert.-butyldiphenylsilyl-5'-deoxy-thymidine

1-(3'-O-tert.-Butyldiphenylsilyl-2',5'-dideoxy-β-D-erythro-pentafuranosyl)-thymine

3'-O-tert-Butyldiphenylsilyl-5',6'-cyclo-5'-deoxy-5-(2-thiopyridyl)-5,6-dihydrothymidine

3'-O-tert.-Butyldiphenylsilyl-5'-deoxy-5'-(2-thiopyridyl)-thymidine

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