(1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

Base Information

Chemical Name:(1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane
CAS No.:1426163-26-9
Molecular Formula:C₁₇H₁₇BrO₅
Molecular Weight:381.223
Hs Code.:

Synonyms:(1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

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Chemical Property of (1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

Chemical Property:

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Technology Process of (1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

There total 4 articles about (1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane 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:

: 1426163-18-9
(2R)-2-(4'-bromo-2'-methoxyphenoxy)propan-1-al

: 17680-04-5
(3,4-methylenedioxy)phenylmagnesium bromide

: 1426163-26-9
(1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

: 1426163-32-7
C₁₇H₁₇BrO₅

Guidance literature:: In tetrahydrofuran; at -78 - 20 ℃; for 21.1667h; Overall yield = 86 %; Overall yield = 0.13 g; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.12.013

Reference yield:

: 90-05-1
2-methoxy-phenol

: 1426163-26-9
(1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Inert atmosphere

2.2: 24 h / 80 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; hexane / 0.33 h / -78 °C / Inert atmosphere

4.1: tetrahydrofuran / 21.17 h / -78 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; diisobutylaluminium hydride; caesium carbonate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2012.12.013

Reference yield:

: 1426163-17-8
(2R)-ethyl 2-(4'-bromo-2'-methoxyphenoxy)propanoate

: 1426163-26-9
(1S,2R)-1-(3,4-methylenedioxyphenyl)-1-hydroxy-2-(4'-bromo-2'-methoxyphenoxy)propane

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; hexane / 0.33 h / -78 °C / Inert atmosphere

2: tetrahydrofuran / 21.17 h / -78 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.ejmech.2012.12.013