benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Base Information

Chemical Name:benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate
CAS No.:925704-12-7
Molecular Formula:C₂₃H₂₉NO₇
Molecular Weight:431.486
Hs Code.:

Synonyms:benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

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Chemical Property of benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

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Technology Process of benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

There total 4 articles about benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate 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: 61.0%

: 925704-02-5
tert-butyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 925704-12-7
benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Guidance literature:: tert-butyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate; With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 0.5h;

N-(Benzyloxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 20h;
DOI:10.1021/ol0627202

Reference yield:

: 925703-89-5
tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4,5-dimethoxy-3-methylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 925704-12-7
benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: K₂CO₃; NaI / acetone / 16 h / 20 °C

2.1: p-toluenesulfonic acid / methanol / 2 h / 0 °C

3.1: trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / 20 °C

3.2: 61 percent / NaHCO₃ / dioxane; H₂O / 20 h / 20 °C

With trifluorormethanesulfonic acid; potassium carbonate; toluene-4-sulfonic acid; sodium iodide; In methanol; dichloromethane; acetone;
DOI:10.1021/ol0627202

Reference yield:

: 4-[(2-allyloxy-4,5-dimethoxy-3-methyl-phenyl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 925704-12-7
benzyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: p-toluenesulfonic acid / methanol / 2 h / 0 °C

2.1: trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 61 percent / NaHCO₃ / dioxane; H₂O / 20 h / 20 °C

With trifluorormethanesulfonic acid; toluene-4-sulfonic acid; In methanol; dichloromethane;
DOI:10.1021/ol0627202