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

Base Information

• Chemical Name: 8-(N₂-aminopyrene)-O₆-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N₂-dimethoxytrityl-2'-deoxyguanosine
• CAS No.: 479408-27-0
• Molecular Formula: C₆₆H₇₄N₆O₆Si₂
• Molecular Weight: 1103.52

Synonyms:8-(N₂-aminopyrene)-O₆-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N₂-dimethoxytrityl-2'-deoxyguanosine

Chemical Property of 8-(N₂-aminopyrene)-O₆-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N₂-dimethoxytrityl-2'-deoxyguanosine

Chemical Property:

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Technology Process of 8-(N₂-aminopyrene)-O₆-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N₂-dimethoxytrityl-2'-deoxyguanosine

There total 10 articles about 8-(N₂-aminopyrene)-O₆-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N₂-dimethoxytrityl-2'-deoxyguanosine 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: 87.0%

1-bromopyrene (1714-29-0) + 6-benzyloxy-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 (603994-27-0) → 8-(N2-aminopyrene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethoxytrityl-2'-deoxyguanosine (479408-27-0)

Guidance literature:

With potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 100 ℃; for 2h;

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

Reference yield: 55.0%

1-aminopyrene (1606-67-3) + O6-benzyl-8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-N2-dimethoxytrityl-2′-deoxyguanosine (479408-23-6) → 8-(N2-aminopyrene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethoxytrityl-2'-deoxyguanosine (479408-27-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃;

DOI:10.1021/tx050296s

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 8-(N2-aminopyrene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethoxytrityl-2'-deoxyguanosine (479408-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: 87 percent / KO-t-Bu; XANTPHOS / Pd₂dba3 / toluene / 2 h / 100 °C

With 1H-imidazole; potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

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

upstream raw materials:

1-aminopyrene

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

1-bromopyrene

6-benzyloxy-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

Downstream raw materials:

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

N-(deoxyguanosin-8-yl)-1-aminopyrene

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