2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

Base Information

Chemical Name:2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine
CAS No.:236427-63-7
Molecular Formula:C₅₈H₉₁N₉O₈Si₄
Molecular Weight:1154.76
Hs Code.:

Synonyms:2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

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Chemical Property of 2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

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Technology Process of 2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

There total 5 articles about 2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-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: 90.0%

: 236427-58-0
2-bromo-6-benzyloxy-9-[2-deoxy-3,5-bis(O-tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]purine

: 236427-57-9
O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

: 236427-63-7
2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

Guidance literature:: With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 90 ℃; for 16h;
DOI:10.1021/ol990351m

Reference yield:

: 51549-35-0
3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

: 236427-63-7
2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / PPh₃; DEAD / dioxane

2: 40 percent / (R)-(+)-BINAP; t-BuONa / Pd₂dba3 / toluene / 4 h / 80 °C

With (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; triphenylphosphine; sodium t-butanolate; diethylazodicarboxylate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; toluene; 1: Alkylation / 2: Condensation;
DOI:10.1021/jo991501+

Reference yield:

: 961-07-9
2'-Deoxyguanosine

: 236427-63-7
2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / imidazole / dimethylformamide

2: 67 percent / PPh₃; DEAD / dioxane

3: 40 percent / (R)-(+)-BINAP; t-BuONa / Pd₂dba3 / toluene / 4 h / 80 °C

With 1H-imidazole; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; triphenylphosphine; sodium t-butanolate; diethylazodicarboxylate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; N,N-dimethyl-formamide; toluene; 1: silylation / 2: Alkylation / 3: Condensation;
DOI:10.1021/jo991501+