1-benzyl-5'-O-tert-butyldimethysilylinosine

Base Information

• Chemical Name: 1-benzyl-5'-O-tert-butyldimethysilylinosine
• CAS No.: 99236-78-9
• Molecular Formula: C₂₃H₃₂N₄O₅Si
• Molecular Weight: 472.616
• Mol file: 99236-78-9.mol

Synonyms:1-benzyl-5'-O-tert-butyldimethysilylinosine

Chemical Property of 1-benzyl-5'-O-tert-butyldimethysilylinosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-5'-O-tert-butyldimethysilylinosine

There total 3 articles about 1-benzyl-5'-O-tert-butyldimethysilylinosine 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: 98.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 1-benzylinosine (31504-19-5) → 1-benzyl-5'-O-tert-butyldimethysilylinosine (99236-78-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1139/v85-354

Reference yield:

inosine (58-63-9,5627-16-7,5768-53-6,7013-16-3,10517-16-5,21138-24-9,21138-46-5,25583-08-8,26188-03-4,29303-00-2,31106-01-1,38183-47-0,72496-54-9) → 1-benzyl-5'-O-tert-butyldimethysilylinosine (99236-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaHCO₃ / dimethylformamide / 6 h / 90 °C

2: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1139/v85-354

Reference yield:

benzyl chloride (100-44-7) → 1-benzyl-5'-O-tert-butyldimethysilylinosine (99236-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaHCO₃ / dimethylformamide / 6 h / 90 °C

2: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1139/v85-354

upstream raw materials:

tert-butyldimethylsilyl chloride

1-benzylinosine

inosine

benzyl chloride

Downstream raw materials:

Toluene-4-sulfonic acid (R)-2-(1-benzyl-6-oxo-1,6-dihydro-purin-9-yl)-2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethoxy]-ethyl ester

1-Benzyl-9-{(S)-1-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethoxy]-2-hydroxy-ethyl}-1,9-dihydro-purin-6-one

1-benzyl-6-oxo-9-<(2R,6R)-6-tertbutyldimethylsilyloxymethyl-1-oxa-4-thiacyclohexane-2-yl>-9H-purine

1-benzyl-6-oxo-9-<(2R,6R)-6-hydroxymethyl-1-oxa-4-thiacyclohexan-2-yl>-9H-purine

Refernces