(2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol
CAS No.:1402348-42-8
Molecular Formula:C₂₃H₂₈O₇
Molecular Weight:416.471
Hs Code.:

Synonyms:(2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

There total 9 articles about (2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol 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:

: acetic acid (3S,4R,5S,6S)-4,5-diacetoxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-2-methoxytetrahydropyran-3-yl ester

: 1402348-42-8
(2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

Reference yield:

: 1402348-00-8
[4-bromo-3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-phenyl]-((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydro-furo[2,3-d][1,3]dioxol-5-yl)methanone

: 1402348-42-8
(2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C

2.1: acetic acid / water / 15 h / 100 °C

3.1: pyridine / 2 h / 0 - 20 °C

4.1: hydrogen bromide; acetic acid / dichloromethane / 1.5 h / 20 °C

5.1: zinc(II) oxide / 1.5 h / Reflux

6.1: potassium phosphate / tricyclohexylphosphine / toluene; water / 0.67 h

6.2: 90 °C

7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

With pyridine; methanol; sodium tetrahydroborate; potassium phosphate; cerium(III) chloride heptahydrate; water; hydrogen bromide; acetic acid; zinc(II) oxide; lithium hydroxide; tricyclohexylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

Reference yield:

: (3aS,5S,6R,6aS)-5-{(R)-[4-bromo-3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)phenyl]-hydroxymethyl}-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

: 1402348-42-8
(2S,3R,4R,5S,6S)-2-[3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-4-ethylphenyl]-6-methoxytetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid / water / 15 h / 100 °C

2.1: pyridine / 2 h / 0 - 20 °C

3.1: hydrogen bromide; acetic acid / dichloromethane / 1.5 h / 20 °C

4.1: zinc(II) oxide / 1.5 h / Reflux

5.1: potassium phosphate / tricyclohexylphosphine / toluene; water / 0.67 h

5.2: 90 °C

6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

With pyridine; potassium phosphate; water; hydrogen bromide; acetic acid; zinc(II) oxide; lithium hydroxide; tricyclohexylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; toluene;