C₆₉H₇₆N₅O₁₇PSSi

Base Information

• Chemical Name: C₆₉H₇₆N₅O₁₇PSSi
• CAS No.: 494798-48-0
• Molecular Formula: C₆₉H₇₆N₅O₁₇PSSi
• Molecular Weight: 1338.51
• Mol file: 494798-48-0.mol

Synonyms:C₆₉H₇₆N₅O₁₇PSSi

Chemical Property of C₆₉H₇₆N₅O₁₇PSSi

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of C₆₉H₇₆N₅O₁₇PSSi

There total 5 articles about C₆₉H₇₆N₅O₁₇PSSi 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: 89.0%

5′-C(S)-tosyloxyethyl-3′-O-(tert-butyldiphenylsilyl)thymidine (494798-47-9) → C69H76N5O17PSSi (494798-48-0)

Guidance literature:

5′-C(S)-tosyloxyethyl-3′-O-(tert-butyldiphenylsilyl)thymidine; 5'-O-DMTr-thymidine 3'-O-(NCCH₂CH₂-phosphoramidite); With 1H-tetrazole; In acetonitrile; at 20 ℃; for 0.333333h;

With 2,3,5-trimethyl-pyridine; iodine; In tetrahydrofuran; water; acetonitrile; Further stages.;

DOI:10.1021/ol027222h

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → C69H76N5O17PSSi (494798-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / pyridine / 12 h / 0 °C

2.1: 1H-tetrazole / acetonitrile / 0.33 h / 20 °C

2.2: 89 percent / collidine; I₂ / H₂O; tetrahydrofuran; acetonitrile

With pyridine; 1H-tetrazole; In acetonitrile;

DOI:10.1021/ol027222h

Reference yield:

1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil (146604-43-5) → C69H76N5O17PSSi (494798-48-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 90 percent / BiCl₃; ZnI₂ / CH₂Cl₂ / 2 h / 20 °C

2.1: 85 percent / NaBH₄ / ethanol / 12 h / 20 °C

3.1: 90 percent / pyridine / 12 h / 0 °C

4.1: 1H-tetrazole / acetonitrile / 0.33 h / 20 °C

4.2: 89 percent / collidine; I₂ / H₂O; tetrahydrofuran; acetonitrile

With pyridine; 1H-tetrazole; bismuth(III) chloride; sodium tetrahydroborate; zinc(II) iodide; In ethanol; dichloromethane; acetonitrile; 1.1: Mukaiyama reaction;

DOI:10.1021/ol027222h

upstream raw materials:

5′-C(S)-tosyloxyethyl-3′-O-(tert-butyldiphenylsilyl)thymidine

p-toluenesulfonyl chloride

1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil

3'-O-tert-butyldiphenylsilyl-5'-C(S)-2-hydroxyethyl-thymidine