3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine

Base Information

• Chemical Name: 3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine
• CAS No.: 896719-54-3
• Molecular Formula: C40H56N10O4Si2
• Molecular Weight: 797.10824
• Mol file: 896719-54-3.mol

Synonyms:3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine;2'-Deoxy-3',5'-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-8-[(3,8-diMethyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-(phenylMethyl)-guanosine

Chemical Property of 3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine

Chemical Property:

• PSA: 162.90000
• LogP: 8.57220
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Dimethyl Sulfoxide, Ethyl Acetate

Purity/Quality:

98% ^*data from raw suppliers

3’,5’-Di-O-tert-butyldimethylsilyl-2''-deoxy-8-[(3-methyl-8-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl)amino]-6-O-benzyl-guanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine is used in the preparation of 2'-Deoxyguanosine-C8 adducts. Used in the preparation of 2''-Deoxyguanosine-C8 adducts.

Technology Process of 3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine

There total 3 articles about 3',5'-Di-O-tert-butyldiMethylsilyl-2'-deoxy-8-[(3-Methyl-8-Methyl-3H-iMidazo[4,5-f]quinoxalin-2-yl)aMino]-6-O-benzyl-guanosine 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:

6-benzyloxy-N2-[bis-(4-methoxy-phenyl)-phenyl-methyl]-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N8-(3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-yl)-9H-purine-2,8-diamine (661465-21-0) → 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N8-(3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-yl)-9H-purine-2,8-diamine (896719-54-3)

Guidance literature:

With trichloroacetic acid; In methanol; dichloromethane;

DOI:10.1021/tx050296s

Reference yield:

2-amine-3,8-dimethylimidazo[4,5-f]quinoxaline (77500-04-0) → 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N8-(3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-yl)-9H-purine-2,8-diamine (896719-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / tris(dibenzylideneacetone)dipalladium; 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene; Cs₂CO₃ / toluene / 6 h / 100 °C

2: CCl₃COOH / methanol; CH₂Cl₂

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichloroacetic acid; In methanol; dichloromethane; toluene; 1: Buchwald-Hartwig arylamination reaction;

DOI:10.1021/tx050296s

Reference yield:

O6-benzyl-8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-N2-dimethoxytrityl-2′-deoxyguanosine (479408-23-6) → 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N8-(3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-yl)-9H-purine-2,8-diamine (896719-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / tris(dibenzylideneacetone)dipalladium; 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene; Cs₂CO₃ / toluene / 6 h / 100 °C

2: CCl₃COOH / methanol; CH₂Cl₂

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichloroacetic acid; In methanol; dichloromethane; toluene; 1: Buchwald-Hartwig arylamination reaction;

DOI:10.1021/tx050296s

upstream raw materials:

6-benzyloxy-N²-[bis-(4-methoxy-phenyl)-phenyl-methyl]-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-yl)-9H-purine-2,8-diamine

2-amine-3,8-dimethylimidazo[4,5-f]quinoxaline

O⁶-benzyl-8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-N²-dimethoxytrityl-2′-deoxyguanosine

Refernces