9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

Base Information

Chemical Name:9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine
CAS No.:861230-94-6
Molecular Formula:C₅₉H₆₁N₅O₈Si₂
Molecular Weight:1024.33
Hs Code.:

Synonyms:9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

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Chemical Property of 9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

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Technology Process of 9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

There total 6 articles about 9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine 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: 66.0%

: 861230-92-4
1,2-di-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-α,β-D-xylofuranose

: 4005-49-6
N-benzoyladenine

: 861230-94-6
9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

Guidance literature:: With tin(IV) chloride; In acetonitrile; for 36h; Heating;
DOI:10.1002/ejoc.200500023

Reference yield:

: 72261-44-0
1,2-O-isopropylidene-3-O-benzyl-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose

: 861230-94-6
9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / ammonium formate / Pd(OH)2/C / methanol / 16 h / Heating

2: 93 percent / triethylamine / CH₂Cl₂ / 36 h / 20 °C

3: 86 percent / pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

4: 93 percent / DMAP; imidazole / dimethylformamide / 12 h / 20 °C

5: 87 percent / H₂SO₄; acetic acid / 4 h / 20 °C

6: 66 percent / SnCl₄ / acetonitrile / 36 h / Heating

With pyridine; 1H-imidazole; dmap; sulfuric acid; ammonium formate; tin(IV) chloride; acetic acid; triethylamine; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.200500023

Reference yield:

: 861230-89-9
5-O-(tert-butyldiphenylsilyl)-4-C-(hydroxymethyl)-1,2-O-isopropylidene-α-D-xylofuranose

: 861230-94-6
9-[2-O-acetyl-4-C-(benzoyloxymethyl)-3,5-di-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl]-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

2: 93 percent / DMAP; imidazole / dimethylformamide / 12 h / 20 °C

3: 87 percent / H₂SO₄; acetic acid / 4 h / 20 °C

4: 66 percent / SnCl₄ / acetonitrile / 36 h / Heating

With pyridine; 1H-imidazole; dmap; sulfuric acid; tin(IV) chloride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.200500023