O⁶-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine

Base Information

• Chemical Name: O⁶-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine
• CAS No.: 919530-62-4
• Molecular Formula: C₄₁H₅₆N₆O₄Si₂
• Molecular Weight: 753.104

Synonyms:O⁶-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine

Chemical Property of O⁶-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine

Chemical Property:

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Technology Process of O⁶-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine

There total 2 articles about O⁶-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-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: 65.0%

4-phenylalanine (92-67-1) + O6-benzyl-8-bromo-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (479408-22-5) → O6-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine (919530-62-4)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,2-dimethoxyethane; at 80 ℃; for 55h;

DOI:10.1021/jo061803t

Reference yield:

6-benzyloxy-N8-biphenyl-4-yl-N2-[bis-(4-methoxy-phenyl)-phenyl-methyl]-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purine-2,8-diamine (603994-28-1) → O6-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine (919530-62-4)

Guidance literature:

With zinc dibromide; In dichloromethane; isopropyl alcohol;

DOI:10.1016/S0040-4039(03)01484-9

Reference yield: 93.0%

O6-benzyl-8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine (919530-62-4) → 8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (1124321-50-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.200800979

upstream raw materials:

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

4-phenylalanine

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

Downstream raw materials:

N-(2′-deoxyguanosin-8-yl)-4-aminobiphenyl

8N-(4-biphenylamino)-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine

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