dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O^2',O^7'-dibenzoylgriseolate

Base Information

• Chemical Name: dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O^2',O^7'-dibenzoylgriseolate
• CAS No.: 119951-82-5
• Molecular Formula: C₃₂H₂₉N₅O₁₂
• Molecular Weight: 675.609

Synonyms:

Chemical Property of dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O^2',O^7'-dibenzoylgriseolate

Chemical Property:

Purity/Quality:

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Technology Process of dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O^2',O^7'-dibenzoylgriseolate

There total 3 articles about dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O^2',O^7'-dibenzoylgriseolate 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: 41.0%

dimethyl 1'β-acetoxy-O2',O7'-dibenzoyl-1'-deadenino-4'β,5'-dihydrogriseolate (107937-51-9) + O,9-bis(trimethylsilyl)-N2-acetylguanine (54187-52-9) → dimethyl 6-deamino-6-hydroxy-2-acetylamino-2-dehydro-4'β,5'-dihydro-O(2'),O(7')-dibenzoylgriseolate (107937-53-1,120021-22-9) + dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O2',O7'-dibenzoylgriseolate (119951-82-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 96h; Ambient temperature;

DOI:10.1248/cpb.36.3760

Reference yield:

(2S,3aS,5R,6R,6aR)-6-Benzoyloxy-2-(benzoyloxy-methoxycarbonyl-methyl)-5-(6-hydroxy-purin-9-yl)-hexahydro-furo[3,2-b]furan-2-carboxylic acid methyl ester (107937-52-0,120021-21-8) → dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O2',O7'-dibenzoylgriseolate (119951-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.3 percent / conc. H₂SO₄, acetic anhydride / 14 h / Ambient temperature

2: 41 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 96 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; acetic anhydride; In 1,2-dichloro-ethane;

DOI:10.1248/cpb.36.3760

Reference yield:

(2S,3aR,5R,6R,6aS)-6-Benzoyloxy-2-(benzoyloxy-methoxycarbonyl-methyl)-3a-chloro-5-(6-hydroxy-purin-9-yl)-hexahydro-furo[3,2-b]furan-2-carboxylic acid methyl ester → dimethyl 1'-deadenino-1'β-2-acetylguanin-7-yl>-4'β,5'-dihydro-O2',O7'-dibenzoylgriseolate (119951-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,2'-azobisisobutyronitrile, tributyltin hydride

2: 69.3 percent / conc. H₂SO₄, acetic anhydride / 14 h / Ambient temperature

3: 41 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 96 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; sulfuric acid; tri-n-butyl-tin hydride; acetic anhydride; In 1,2-dichloro-ethane;

DOI:10.1248/cpb.36.3760

upstream raw materials:

dimethyl 1'β-acetoxy-O^2',O^7'-dibenzoyl-1'-deadenino-4'β,5'-dihydrogriseolate

O,9-bis(trimethylsilyl)-N²-acetylguanine

(2S,3aS,5R,6R,6aR)-6-Benzoyloxy-2-(benzoyloxy-methoxycarbonyl-methyl)-5-(6-hydroxy-purin-9-yl)-hexahydro-furo[3,2-b]furan-2-carboxylic acid methyl ester

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