(3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Base Information

Chemical Name:(3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
CAS No.:1610954-87-4
Molecular Formula:C₂₂H₂₅ClO₅
Molecular Weight:404.891
Hs Code.:

Synonyms:(3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

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Chemical Property of (3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

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Technology Process of (3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

There total 11 articles about (3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 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: 99.0%

: 1610954-86-3
(3-(4-chlorobenzyl)-4-methylphenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone

: 1610954-87-4
(3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride heptahydrate; sodium hydroxide; In methanol; water; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b01541

Reference yield:

: 1610954-85-2
4-bromo-2-(4-chlorobenzyl)-1-methylbenzene

: 1610954-87-4
(3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate; sodium hydroxide / methanol; water / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; tert-butylmagnesium chloride; sodium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1021/acs.jmedchem.6b01541

Reference yield:

: 1500921-65-2
(5-bromo-2-methylphenyl)(4-chlorophenyl)methanone

: 1610954-87-4
(3aS,5S,6R,6aS)-5-((S)-(3-(4-chlorobenzyl)-4-methylphenyl)-(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2 h / 0 - 60 °C / Inert atmosphere

2.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate; sodium hydroxide / methanol; water / Inert atmosphere

With triethylsilane; sodium tetrahydroborate; cerium(III) chloride heptahydrate; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; sodium hydroxide; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01541