N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

Base Information

Chemical Name:N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine
CAS No.:166194-00-9
Molecular Formula:C₃₅H₄₄N₆O₈S
Molecular Weight:708.836
Hs Code.:

N<sup>6</sup>-benzoyl-2',3'-isopropylidene-5'-<2-<N-(4-hydroxybutyl)-N-(tolylsulfonyl)amino>-4-hydroxybutyl>-5'-deoxyadenosine

Synonyms:N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

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Chemical Property of N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

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Technology Process of N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

There total 5 articles about N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine 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: 71.0%

: 166194-09-8
N⁶-benzoyl-2',3'-isopropylidene-5'-<2-butyl>-N-(tolylsulfonyl)amino>-4-<(tert-butyldiphenylsilyl)oxy>butyl>-5'-deoxyadenosine

: 166194-00-9
N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jm00014a023

Reference yield:

: 43077-06-1
6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde

: 166194-00-9
N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to 0 deg C, 4.25 h

2: 53 percent / H₂ / Pd/C / ethyl acetate / 1034.3 Torr

3: NaCNBH₃, HCl / methanol / Ambient temperature

4: 61 percent / Et₃N / CH₂Cl₂ / Ambient temperature

5: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

With hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium cyanoborohydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm00014a023

Reference yield:

: 166194-11-2
N-(9-{(3aR,4R,6R,6aR)-6-[(Z)-5-(tert-Butyl-diphenyl-silanyloxy)-3-oxo-pent-1-enyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

: 166194-00-9
N⁶-benzoyl-2',3'-isopropylidene-5'-<2--4-hydroxybutyl>-5'-deoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / H₂ / Pd/C / ethyl acetate / 1034.3 Torr

2: NaCNBH₃, HCl / methanol / Ambient temperature

3: 61 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; sodium cyanoborohydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm00014a023