(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

Base Information

Chemical Name:(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol
CAS No.:1313604-19-1
Molecular Formula:C₄₁H₄₂O₆
Molecular Weight:630.781
Hs Code.:

Synonyms:(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

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Chemical Property of (3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

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Technology Process of (3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

There total 3 articles about (3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-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:

: (3,4-dibenzyloxybenzyl)triphenylphosphonium bromide

: 1313604-11-3
(3R,5R)-5-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]tetrahydrofuran-2,3-diol

: 1313604-19-1
(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

: 1313604-15-7
(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In dichloromethane; at 40 ℃; for 6h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.04.097

Reference yield:

: (3aR,5S)-2,2-dimethyl-5-{2-(4-benzyloxy-3-methoxyphenyl)vinyl}tetrahydrofurano[2,3-d][1,3]dioxole

: 1313604-19-1
(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

: 1313604-15-7
(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1: Wilkinson's catalyst; hydrogen / tetrahydrofuran; tert-butyl alcohol / 6 h / 20 °C / 760.05 Torr

2: sulfuric acid; water / tetrahydrofuran / 4 h / 60 °C / Inert atmosphere

3: 18-crown-6 ether; potassium carbonate / dichloromethane / 6 h / 40 °C / Inert atmosphere

With Wilkinson's catalyst; 18-crown-6 ether; sulfuric acid; water; hydrogen; potassium carbonate; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 3: Wittig olefination;
DOI:10.1016/j.tetlet.2011.04.097

Reference yield:

: 1313604-14-6
(3aR,5R)-2,2-dimethyl-5-{2-(4-benzyloxy-3-methoxyphenyl)ethyl}tetrahydrofurano[2,3-d][1,3]dioxole

: 1313604-19-1
(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

: 1313604-15-7
(3R,5R)-7-(4-benzyloxy-3-methoxyphenyl)-1-(3,4-bis(benzyloxy)phenyl)hept-1-ene-3,5-diol

Guidance literature:: Multi-step reaction with 2 steps

1: sulfuric acid; water / tetrahydrofuran / 4 h / 60 °C / Inert atmosphere

2: 18-crown-6 ether; potassium carbonate / dichloromethane / 6 h / 40 °C / Inert atmosphere

With 18-crown-6 ether; sulfuric acid; water; potassium carbonate; In tetrahydrofuran; dichloromethane; 2: Wittig olefination;
DOI:10.1016/j.tetlet.2011.04.097