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

Base Information

• Chemical Name: 8-(N-2-amino-fluorene)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine
• CAS No.: 479408-30-5
• Molecular Formula: C₄₂H₅₆N₆O₄Si₂
• Molecular Weight: 765.115

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

Chemical Property of 8-(N-2-amino-fluorene)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

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Technology Process of 8-(N-2-amino-fluorene)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine

There total 13 articles about 8-(N-2-amino-fluorene)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-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: 91.0%

2-aminofluorene (153-78-6) + O6-benzyl-8-bromo-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (479408-22-5) → 8-(N-2-amino-fluorene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (479408-30-5)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,2-dimethoxyethane; at 80 ℃; for 78h; Inert atmosphere;

DOI:10.1002/chem.200800979

Reference yield: 89.0%

8-(N-2-amino-fluorene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethoxytrityl-2'-deoxyguanosine (479408-24-7) → 8-(N-2-amino-fluorene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (479408-30-5)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃;

DOI:10.1021/ol026474f

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 8-(N-2-amino-fluorene)-O6-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (479408-30-5)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: 75 percent / KO-t-Bu; XANTPHOS / Pd₂dba3 / toluene / 2 h / 100 °C

3: ZnBr₂ / CH₂Cl₂; propan-2-ol

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

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

upstream raw materials:

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

2-bromo-9H-fluorene

tert-butyldimethylsilyl chloride

(2R,3S,5R)-5-(8-Amino-6-benzyloxy-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Downstream raw materials:

2-fluoren

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