(+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

Base Information

Chemical Name:(+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine
CAS No.:1607473-57-3
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

Synonyms:(+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

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Chemical Property of (+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

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Technology Process of (+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

There total 3 articles about (+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine 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: 90.0%

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

: 2393-23-9
4-methoxy-benzylamine

: 1607473-57-3
(+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

Guidance literature:: With potassium carbonate; In acetonitrile; at 80 ℃; for 12h;
DOI:10.1016/j.tetasy.2013.12.016

Reference yield:

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

: 1607473-57-3
(+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

Guidance literature:: Multi-step reaction with 4 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

4: potassium carbonate / acetonitrile / 12 h / 80 °C

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

Reference yield:

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

: 1607473-57-3
(+)-(1S,5R)-7,10-dimethoxy-3-(4-methoxybenzyl)-1,2,3,4,5,6-hexahydro-1,5-epoxybenzo[d]azocine

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: potassium carbonate / acetonitrile / 12 h / 80 °C

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