N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine

Base Information

• Chemical Name: N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine
• CAS No.: 126541-13-7
• Molecular Formula: C₂₄H₃₁N₅O₃Si
• Molecular Weight: 465.627

Synonyms:N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine

Chemical Property of N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine

Chemical Property:

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Technology Process of N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine

There total 1 articles about N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine 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: 53.0%

N6-benzoyl-N6-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine (126502-04-3) → N6-benzoyl-N6-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine (126541-13-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.333333h; Heating;

DOI:10.1021/jm00168a006

Reference yield:

N6-benzoyl-N6-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine (126541-13-7) → N-[9-((2R,5S)-5-Hydroxymethyl-2,5-dihydro-furan-2-yl)-9H-purin-6-yl]-N-methyl-benzamide

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.416667h;

DOI:10.1021/jm00168a006

Reference yield:

N6-benzoyl-N6-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine (126541-13-7) → N6-methyl-9-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)adenine (117723-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.49 g / tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 0.42 h

2: 0.28 g / methanolic ammonia / 25 h / Ambient temperature

With tetrabutyl ammonium fluoride; ammonia; In tetrahydrofuran;

DOI:10.1021/jm00168a006

upstream raw materials:

N⁶-benzoyl-N⁶-methyl-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine

Downstream raw materials:

N⁶-methyl-9-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)adenine

N⁶-methyl-9-(2,3-dideoxy-β-D-glycero-pentofuranosyl)adenine

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