6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine

Base Information

• Chemical Name: 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine
• CAS No.: 896719-55-4
• Molecular Formula: C₄₂H₅₈N₈O₄Si₂
• Molecular Weight: 795.145

Synonyms:

Chemical Property of 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine

Chemical Property:

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Useful:

Technology Process of 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine

There total 3 articles about 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine 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-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine (896719-50-9) → 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N8-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine (896719-55-4)

Guidance literature:

With trichloroacetic acid; In methanol; dichloromethane;

DOI:10.1021/tx050296s

Reference yield:

3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (62450-06-0) → 6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N8-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine (896719-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / tris(dibenzylideneacetone)dipalladium; 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene; Cs₂CO₃ / toluene / 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-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine (896719-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / tris(dibenzylideneacetone)dipalladium; 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene; Cs₂CO₃ / toluene / 100 °C

2: CCl₃COOH / methanol; CH₂Cl₂

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-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-(1,4-dimethyl-5H-pyrido[4,3-b]indol-3-yl)-9H-purine-2,8-diamine

3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole

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

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