((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

Base Information

Chemical Name:((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol
CAS No.:1201329-83-0
Molecular Formula:C₂₁H₂₄O₇
Molecular Weight:388.417
Hs Code.:

Synonyms:((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

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Chemical Property of ((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

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Technology Process of ((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

There total 7 articles about ((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol 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: 98.0%

: (3aR,4R,6S,6aR)-6-(benzo[d][1,3]dioxol-5-yl)-4-(3,4-dimethoxyphenyl)tetrahydrofuro[3,4-c]furan-1(3H)-one

: 1201329-83-0
((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; stereoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1039/c8ob00455b

Reference yield:

: 1201329-79-4
(2R,5S)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-dimethylenetetrahydrofuran

: 1201329-83-0
((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

Guidance literature:: (2R,5S)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-dimethylenetetrahydrofuran; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; Cooling with ice;

With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 2h; stereoselective reaction;
DOI:10.1271/bbb.90107

Reference yield:

: (1S,5R,6S)-methyl 6-(3,4-dimethoxyphenyl)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate

: 1201329-83-0
((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol

Guidance literature:: Multi-step reaction with 3 steps

1: scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 0.5 h / 40 °C / Schlenk technique

2: sodium chloride / dimethyl sulfoxide; water / 100 °C / Schlenk technique; Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Schlenk technique; Inert atmosphere

With lithium aluminium tetrahydride; sodium chloride; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; water; dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1039/c8ob00455b