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

Base Information

Chemical Name:(3R,5R)-5-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]tetrahydrofuran-2,3-diol
CAS No.:1313604-11-3
Molecular Formula:C₂₀H₂₄O₅
Molecular Weight:344.408
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,5R)-5-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]tetrahydrofuran-2,3-diol

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Technology Process of (3R,5R)-5-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]tetrahydrofuran-2,3-diol

There total 2 articles about (3R,5R)-5-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]tetrahydrofuran-2,3-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: 85.0%

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

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

Guidance literature:: With sulfuric acid; water; In tetrahydrofuran; at 60 ℃; for 4h; 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

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

Guidance literature:: Multi-step reaction with 2 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

With Wilkinson's catalyst; sulfuric acid; water; hydrogen; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2011.04.097

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