8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine

Base Information

• Chemical Name: 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine
• CAS No.: 131265-45-7
• Molecular Formula: C₂₃H₃₃N₅O₃Si
• Molecular Weight: 455.632
• Mol file: 131265-45-7.mol

Synonyms:8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine

Chemical Property of 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine

There total 8 articles about 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine 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:

Imidazole-1-carbothioic acid O-[(2R,3S,5R)-5-(6-amino-8-benzyloxy-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl] ester (131283-75-5) → 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine (131265-45-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1.5h; Yield given; Heating;

DOI:10.1055/s-1990-27066

Reference yield:

8-Benzyloxyadenosine (131265-29-7) → 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine (131265-45-7)

Guidance literature:

Multi-step reaction with 5 steps

1: N,N-dimethylaminopyridine, NEt₃ / dimethylformamide; CH₂Cl₂ / 12 h / Ambient temperature

2: dimethylformamide / 6 h / Ambient temperature

3: tributyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 2.5 h / Heating

4: dimethylformamide / 5 h / 90 °C

5: tributyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 1.5 h / Heating

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-1990-27066

Reference yield:

(2R,3S,5R)-5-(6-Amino-8-benzyloxy-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-ol (131265-38-8) → 8-Benzyloxy-5'-O-tert-butyldimethylsilyl-2',3'-dideoxyadenosine (131265-45-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 5 h / 90 °C

2: tributyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 1.5 h / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-1990-27066

upstream raw materials:

Imidazole-1-carbothioic acid O-[(2R,3S,5R)-5-(6-amino-8-benzyloxy-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl] ester

8-Benzyloxyadenosine

(2R,3S,5R)-5-(6-Amino-8-benzyloxy-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-ol

(2R,3R,4S,5R)-2-(6-Amino-8-benzyloxy-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3,4-diol

Downstream raw materials:

8-Benzyloxy-2',3'-dideoxyadenosine