9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine

Base Information

• Chemical Name: 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine
• CAS No.: 329014-12-2
• Molecular Formula: C₃₁H₃₈N₆O₅Si
• Molecular Weight: 602.765
• Mol file: 329014-12-2.mol

Synonyms:9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine

Chemical Property of 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine

There total 4 articles about 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine 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: 91.0%

9-(2'-O-acetyl-3'-bromo-5'-O-tert-butyldiphenylsilyl-3'-deoxy-β-D-xylofuranosyl)-2-N-(N',N'-dimethylaminomethylene) guanine (247223-54-7) → 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine (329014-12-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 95 ℃; for 2h;

DOI:10.1016/S0040-4039(00)02041-4

Reference yield:

N2-(dimethylaminomethylene)guanosine (17331-16-7) → 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine (329014-12-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent

2: 83 percent / H₂O / acetonitrile / 0 °C

3: 91 percent / tri-n-butyltin hydride; 2,2'-azobisisoburtyronitrile / toluene / 2 h / 95 °C

With 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; In toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)02041-4

Reference yield:

G (118-00-3) → 9-(2'-O-acetyl-5'-O-tert-butyldiphenylsilyl-3'-β-D-2-(N',N'-dimethylaminomethylene) xylofuranosyl) guanine (329014-12-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / acetonitrile

2: 90 percent

3: 83 percent / H₂O / acetonitrile / 0 °C

4: 91 percent / tri-n-butyltin hydride; 2,2'-azobisisoburtyronitrile / toluene / 2 h / 95 °C

With 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; In toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)02041-4

upstream raw materials:

9-(2'-O-acetyl-3'-bromo-5'-O-tert-butyldiphenylsilyl-3'-deoxy-β-D-xylofuranosyl)-2-N-(N',N'-dimethylaminomethylene) guanine

N²-(dimethylaminomethylene)guanosine

G

5'-O-[(tert-butyl)diphenylsilyl]-2-[(dimethylamino)methylidene]guanosine

Downstream raw materials:

N'-[9-((2R,3R,5S)-3-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine