1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

Base Information

Chemical Name:1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene
CAS No.:1021867-08-2
Molecular Formula:C₂₉H₃₀O₅
Molecular Weight:458.554
Hs Code.:

Synonyms:1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

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Technology Process of 1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

There total 1 articles about 1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene 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: 70.0%

: 1445870-49-4
3-allyloxyphenylmagnesium iodide

: 223590-99-6
(2S,3S,4S)-3-benzyloxy-4-benzyloxymethyl-2-hydroxymethyl-4-hydroxytetrahydrofuran

: 1021867-08-2
1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

Guidance literature:: 3-allyloxyphenylmagnesium iodide; (2S,3S,4S)-3-benzyloxy-4-benzyloxymethyl-2-hydroxymethyl-4-hydroxytetrahydrofuran; In tetrahydrofuran; for 15h; Inert atmosphere;

With tributylphosphine; diamide; In tetrahydrofuran; at 20 ℃; for 2h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.05.107

Reference yield: 100.0%

: 1021867-08-2
1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

: 1021867-19-5
3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-1-hydroxybenzene

Guidance literature:: With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere;
DOI:10.1016/j.tet.2013.05.107

Reference yield:

: 1021867-08-2
1-allyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

: 1021867-10-6
1-benzoyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium tetrahydroborate / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 17 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2013.05.107