N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

Base Information

Chemical Name:N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide
CAS No.:197227-08-0
Molecular Formula:C₂₀H₂₃N₅O₅
Molecular Weight:413.433
Hs Code.:

Synonyms:N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

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Chemical Property of N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

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Technology Process of N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

There total 1 articles about N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide 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:

: 98-88-4
benzoyl chloride

: 151359-36-3
9-[(2S,3R,4R)-(5,4-dihydroxy-2,3-isopropylidenedioxy)pentyl]adenine

: 197227-08-0
N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

Guidance literature:: With pyridine; ammonium hydroxide; chloro-trimethyl-silane; Yield given. Multistep reaction; 1.) room temperature, 2 h, 2.) room temperature, 2 h, 3.) 1 h;
DOI:10.1016/S0040-4020(97)00894-6

Reference yield: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 197227-08-0
N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

: 197227-10-4
N-(9-{(4S,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-9H-purin-6-yl)-benzamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 8h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00894-6

Reference yield:

: 197227-08-0
N-{9-[(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-9H-purin-6-yl}-benzamide

: N-(9-{(4S,5S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-acetyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-9H-purin-6-yl)-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

2: 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 4.5 h / Ambient temperature

With 1H-imidazole; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00894-6