(1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

Base Information

Chemical Name:(1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol
CAS No.:1395081-65-8
Molecular Formula:C₂₃H₃₀O₈
Molecular Weight:434.486
Hs Code.:

Synonyms:(1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

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Chemical Property of (1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

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Technology Process of (1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

There total 7 articles about (1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol 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: 96.0%

: 1395081-62-5
(S)-3-((2S,3R)-2-(4-allyl-2,6-dimethoxyphenoxy)-3-hydroxy-3-(3,4,5-trimethoxyphenyl)propanoyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one

: 1395081-65-8
(1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1055/s-0031-1290678

Reference yield:

: 500889-82-7
2-(4-allyl-2,6-dimethoxyphenoxy)acetic acid

: 1395081-65-8
(1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; toluene / 0.33 h / 0 °C / Inert atmosphere

2.2: 3.33 h / -78 - 20 °C / Inert atmosphere

3.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

3.2: 0.5 h / 20 °C / Inert atmosphere

3.3: 4.75 h / -78 - 0 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 3.1: Aldol condensation / 3.2: Aldol condensation / 3.3: Aldol condensation;
DOI:10.1055/s-0031-1290678

Reference yield:

: 1395081-59-0
(S)-3-(2-(4-allyl-2,6-dimethoxyphenoxy)acetyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one

: 1395081-65-8
(1R,2R)-2-(4-allyl-2,6-dimethoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)propane-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

1.3: 4.75 h / -78 - 0 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; In diethyl ether; dichloromethane; 1.1: Aldol condensation / 1.2: Aldol condensation / 1.3: Aldol condensation;
DOI:10.1055/s-0031-1290678