1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

Base Information

Chemical Name:1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose
CAS No.:1422959-05-4
Molecular Formula:C₄₄H₄₀N₄O₇
Molecular Weight:736.824
Hs Code.:

Synonyms:1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

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Chemical Property of 1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

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Technology Process of 1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

There total 9 articles about 1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose 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: 93.0%

: 1422959-04-3
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-D-ribofuranose

: DMT-Cl

: 1422959-05-4
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

Guidance literature:: With pyridine; In tetrahydrofuran; at 20 ℃; for 48h; Inert atmosphere; Schlenk technique;
DOI:10.1021/jo302768f

Reference yield: 77.0%

: 1422959-04-3
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-D-ribofuranose

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1422959-05-4
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

Guidance literature:: With pyridine; dmap; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;
DOI:10.1002/chem.201904623

Reference yield:

: 1422959-02-1
1β-(2,4-dichloropyrimidin-5-yl)-1,2-dideoxy-5-O-(tert-butyl-dimethylsilyl)-D-ribofuranose

: 1422959-05-4
1β-[2,4-bis(benzoylamino)pyrimidin-5-yl]-1,2-dideoxy-5-O-(4,4′-dimethoxytriphenylmethyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 100 °C / Inert atmosphere; Schlenk technique

2: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: pyridine / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere; Schlenk technique

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; triethylamine tris(hydrogen fluoride); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; 1: |Buchwald-Hartwig Coupling;
DOI:10.1021/jo302768f