2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine

Base Information

Chemical Name:2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine
CAS No.:156357-17-4
Molecular Formula:C₂₄H₁₉F₂N₅O₅
Molecular Weight:495.442
Hs Code.:

Synonyms:

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Chemical Property of 2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine

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Technology Process of 2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine

There total 7 articles about 2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine 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: 60.0%

: 156357-14-1
2,6-diamino-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine

: 156357-17-4
2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine

Guidance literature:: With tert.-butylnitrite; pyridine hydrogenfluoride; at -20 ℃; for 1h;
DOI:10.1080/15257779408013243

Reference yield:

: 149623-91-6
1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranoside

: 156357-17-4
2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine

Guidance literature:: Multi-step reaction with 4 steps

1: 23 percent / p-TsOH / 0.83 h / 160 °C / 25 Torr

2: 75 percent / NaN₃ / ethanol; H₂O / 1.) reflux, 1 h, 2.) room temperature, 20 h

3: 94 percent / H₂ / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature

4: 60 percent / pyridine-HF, t-butyl nitrite / 1 h / -20 °C

With sodium azide; tert.-butylnitrite; hydrogen; toluene-4-sulfonic acid; pyridine hydrogenfluoride; palladium on activated charcoal; In ethanol; N,N-dimethyl acetamide; water;
DOI:10.1080/15257779408013243

Reference yield:

: 156357-13-0
2,6-diazido-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine

: 156357-17-4
2'-deoxy-3',5'-di-O-benzoyl-2,2'-difluoroadenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / H₂ / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature

2: 60 percent / pyridine-HF, t-butyl nitrite / 1 h / -20 °C

With tert.-butylnitrite; hydrogen; pyridine hydrogenfluoride; palladium on activated charcoal; In ethanol; N,N-dimethyl acetamide;
DOI:10.1080/15257779408013243