(2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol

Base Information

Chemical Name:(2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol
CAS No.:853750-58-0
Molecular Formula:C₂₁H₂₄O₇
Molecular Weight:388.417
Hs Code.:

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

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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 (2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol

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

There total 12 articles about (2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol 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:

: (4S,2'S,3'S,4'S)-3-[5'-benzo[1,3]dioxol-5-yl-2'-(3',4'-dimethoxyphenyl)-4'-vinyltetrahydrofuran-3'-carbonyl]-4-benzyloxazolidin-2-one

: 853750-58-0
(2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methylmorpholine N-oxide / potassium osmate dihydrate / tetrahydrofuran; H₂O / 40 h / 20 °C

2: sodium metaperiodate / methanol; H₂O / 3.5 h / 20 °C

3: sodium borohydride / tetrahydrofuran; H₂O / 14.75 h / 20 °C

With sodium tetrahydroborate; sodium periodate; 4-methylmorpholine N-oxide; potassium osmate(VI); In tetrahydrofuran; methanol; water;
DOI:10.1021/ol051292h

Reference yield:

: 1190933-78-8
(2S,3S,4S,5R)-5-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxyphenyl)-4-(methoxycarbonyl)tetrahydrofuran-3-carboxylic acid

: 853750-58-0
(2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1039/b911765b

Reference yield:

: (3S,4S,5S)-2-Benzo[1,3]dioxol-5-yl-4-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-(3,4-dimethoxy-phenyl)-tetrahydro-furan-3-carbaldehyde

: (2S,3R,4R,5S)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol

: 853750-58-0
(2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃; for 14.75h; Title compound not separated from byproducts;
DOI:10.1021/ol051292h