(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

Base Information

Chemical Name:(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate
CAS No.:1338810-04-0
Molecular Formula:C₄₆H₄₁O₁₇P
Molecular Weight:896.795
Hs Code.:

Synonyms:(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

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Chemical Property of (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

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Technology Process of (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

There total 5 articles about (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate 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: 85.0%

: 17176-77-1
Dibenzyl phosphite

: 1338810-02-8
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(hydroxy)benzoate

: 1338810-04-0
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

Guidance literature:: With tetrachloromethane; dmap; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 2h;
DOI:10.1016/j.tetlet.2011.08.061

Reference yield:

: (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-chroman-3-yl 3-(methoxymethoxy)benzoate

: 1338810-04-0
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / acetonitrile / 1 h / -40 °C

2: trimethylsilyl bromide / dichloromethane / 4 h / 0 - 20 °C

3: tetrachloromethane; dmap; N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h

With tetrachloromethane; dmap; trimethylsilyl bromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2011.08.061

Reference yield:

: 1338809-97-4
(2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 3-(methoxymethoxy)benzoate

: 1338810-04-0
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 20% palladium hydroxide on charcoal; hydrogen / ethyl acetate / 4 h / 20 °C

2: dmap / acetonitrile / 1 h / -40 °C

3: trimethylsilyl bromide / dichloromethane / 4 h / 0 - 20 °C

With dmap; trimethylsilyl bromide; 20% palladium hydroxide on charcoal; hydrogen; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/j.tetlet.2011.08.061