((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

Base Information

Chemical Name:((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate
CAS No.:1607473-49-3
Molecular Formula:C₂₀H₂₃BrO₆S
Molecular Weight:471.369
Hs Code.:

Synonyms:((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

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Chemical Property of ((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

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Technology Process of ((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

There total 3 articles about ((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate 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: 71.12%

: 1607473-50-6
((1S,3R)-1-(bromomethyl)-3,4-dihydro-5,8-dimethoxy-1H-isochromen-3-yl)methanol

: 98-59-9
p-toluenesulfonyl chloride

: 1607473-49-3
((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.12.016

Reference yield:

: 1607473-51-7
(R)-4-(2,5-dimethoxybenzyl)-2-(bromomethyl)-1,3-dioxolane

: 1607473-49-3
((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: titanium tetrachloride / dichloromethane / 3 h / -30 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

With dmap; titanium tetrachloride; triethylamine; In dichloromethane; 1: |Pictet-Spengler Synthesis;
DOI:10.1016/j.tetasy.2013.12.016

Reference yield:

: 1097637-57-4
(R)-3-(2,5-dimethoxyphenyl)propane-1,2-diol

: 1607473-49-3
((1S,3R)-1-(bromomethyl)-5,8-dimethoxyisochroman-3-yl)methyl 4-methylbenzene-sulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / dichloromethane / 4 h / 0 - 20 °C

2: titanium tetrachloride / dichloromethane / 3 h / -30 °C / Inert atmosphere

3: dmap; triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

With dmap; titanium tetrachloride; toluene-4-sulfonic acid; triethylamine; In dichloromethane; 2: |Pictet-Spengler Synthesis;
DOI:10.1016/j.tetasy.2013.12.016