9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one

Base Information

• Chemical Name: 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one
• CAS No.: 195611-67-7
• Molecular Formula: C₂₈H₄₄N₄O₅Si₂
• Molecular Weight: 572.852
• Mol file: 195611-67-7.mol

Synonyms:9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one

Chemical Property of 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one

There total 3 articles about 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one 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: 71.0%

O6-phenyl-3',5'-bis(O-tert-butyldimethylsilyl)-2'-deoxyguanosine (195611-65-5) → 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one (195611-67-7)

Guidance literature:

With acetic acid; sodium nitrite; In water; acetone; for 3h; Ambient temperature;

DOI:10.1055/s-1997-952

Reference yield:

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) → 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one (195611-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoracetic anhydride, pyridine, 2.) pyridine, 3.) K₂CO₃, H₂O / 1.) 25 min, 0 deg C, 2.) 2 h, 0 deg C; 48 h, room temp., 3.) MeOH, 3 h, room temp.

2: 71 percent / NaNO₂, acetic acid / acetone; H₂O / 3 h / Ambient temperature

With pyridine; water; potassium carbonate; acetic acid; trifluoroacetic anhydride; sodium nitrite; In water; acetone;

DOI:10.1055/s-1997-952

Reference yield:

phenol (108-95-2,27073-41-2) → 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-phenoxy-3,9-dihydro-purin-2-one (195611-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoracetic anhydride, pyridine, 2.) pyridine, 3.) K₂CO₃, H₂O / 1.) 25 min, 0 deg C, 2.) 2 h, 0 deg C; 48 h, room temp., 3.) MeOH, 3 h, room temp.

2: 71 percent / NaNO₂, acetic acid / acetone; H₂O / 3 h / Ambient temperature

With pyridine; water; potassium carbonate; acetic acid; trifluoroacetic anhydride; sodium nitrite; In water; acetone;

DOI:10.1055/s-1997-952

upstream raw materials:

O⁶-phenyl-3',5'-bis(O-tert-butyldimethylsilyl)-2'-deoxyguanosine

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

phenol