Benzamide, N-[9-[2-deoxy-2-fluoro-3,5-bis-O-(tetrahydro-2H-pyran-2-yl)-β-D-arabinofuranosyl]-9H-purin-6-yl]-

Base Information

Chemical Name:Benzamide, N-[9-[2-deoxy-2-fluoro-3,5-bis-O-(tetrahydro-2H-pyran-2-yl)-β-D-arabinofuranosyl]-9H-purin-6-yl]-
CAS No.:136833-95-9
Molecular Formula:C₂₇H₃₂FN₅O₆
Molecular Weight:541.579
Hs Code.:

Synonyms:Benzamide, N-[9-[2-deoxy-2-fluoro-3,5-bis-O-(tetrahydro-2H-pyran-2-yl)-β-D-arabinofuranosyl]-9H-purin-6-yl]-

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Chemical Property of Benzamide, N-[9-[2-deoxy-2-fluoro-3,5-bis-O-(tetrahydro-2H-pyran-2-yl)-β-D-arabinofuranosyl]-9H-purin-6-yl]-

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Technology Process of Benzamide, N-[9-[2-deoxy-2-fluoro-3,5-bis-O-(tetrahydro-2H-pyran-2-yl)-β-D-arabinofuranosyl]-9H-purin-6-yl]-

There total 9 articles about Benzamide, N-[9-[2-deoxy-2-fluoro-3,5-bis-O-(tetrahydro-2H-pyran-2-yl)-β-D-arabinofuranosyl]-9H-purin-6-yl]- 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: 68.0%

: 136834-18-9
N⁶-benzoyl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)adenine

: 146954-64-5,136833-95-9
N⁶-benzoyl-2'-deoxy-2'-fluoro-3',5'-di-O-tetrahydropyran-2-yladenosine

Guidance literature:: N⁶-benzoyl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)adenine; With pyridine; dmap; trifluoromethylsulfonic anhydride;

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

Reference yield:

: 136834-19-0
N⁶-benzoyl-9-<2-O-(trifluoromethylsulfonyl)-3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl>adenine

: 146954-64-5,136833-95-9
N⁶-benzoyl-2'-deoxy-2'-fluoro-3',5'-di-O-tetrahydropyran-2-yladenosine

Guidance literature:: With tert-butyl-ammonium fluoride; In tetrahydrofuran; at 5 ℃; for 5h; Yield given;
DOI:10.1021/jm00059a007

Reference yield:

: 79896-97-2
N6-benzoyl-9-β-D-arabinofuranosyladenine

: 146954-64-5,136833-95-9
N⁶-benzoyl-2'-deoxy-2'-fluoro-3',5'-di-O-tetrahydropyran-2-yladenosine

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / p-toluenesulfonic acid monohydrate / dimethylformamide

2: pyridine, (N,N-dimethylamino)pyrydine / CH₂Cl₂ / 1 h / 5 °C

3: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C

With pyridine; tert-butyl-ammonium fluoride; (N,N-dimethylamino)pyrydine; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00059a007