(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

Base Information

Chemical Name:(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol
CAS No.:870283-66-2
Molecular Formula:C₂₁H₂₆O₇
Molecular Weight:390.433
Hs Code.:

Synonyms:(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

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Chemical Property of (1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

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Technology Process of (1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

There total 7 articles about (1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-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: 82.0%

: 870283-65-1
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-but-3-en-1-ol

: 870283-66-2
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

Guidance literature:: (1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-but-3-en-1-ol; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 4h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; water; at 20 ℃; for 3h;
DOI:10.1021/jo0516234

Reference yield:

: 870283-69-5
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

: 870283-66-2
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

1.2: 1.49 g / tetrahydrofuran; hexane / 12 h / 20 °C

2.1: 85 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 20 °C

3.2: 82 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O; ethanol / 3 h / 20 °C

With n-butyllithium; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; 1.2: Wittig reaction;
DOI:10.1021/jo0516234

Reference yield:

: 870283-64-0
[(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-but-3-enyloxy]-tert-butyl-dimethyl-silane

: 870283-66-2
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-butane-1,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 20 °C

2.2: 82 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O; ethanol / 3 h / 20 °C

With dimethylsulfide borane complex; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jo0516234