(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Base Information

Chemical Name:(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
CAS No.:1358579-12-0
Molecular Formula:C₂₅H₂₉ClO₈
Molecular Weight:492.953
Hs Code.:

Synonyms:(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

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Chemical Property of (1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

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Technology Process of (1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

There total 7 articles about (1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-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: 100.0%

: 1358579-72-2
[(1S,2S,3S,4R,5S)-2,3,4-tri-benzyloxy-5-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

: 1358579-12-0
(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; dichloromethane; for 3h;

Reference yield:

: 1358579-58-4
(2S,3R,4S,5S,6R)-6-[[tert-butyl(dimethyl)silyloxy]methyl]-2-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-2-methoxytetrahydropyran-3,4,5-triol

: 1358579-12-0
(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C

1.2: 16 h

2.1: acetyl chloride; methanol / 1 h

3.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / -78 - 20 °C

4.1: sodium hydroxide; water / 1,4-dioxane / 20 h / 50 - 70 °C

4.2: 0.5 h

5.1: trifluoroacetic acid / dichloromethane / 1 h / -10 °C

6.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran; methanol / 3 h

With methanol; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; sodium hydride; triethylamine; acetyl chloride; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1358579-61-9
tert-butyldimethyl-[[(2R,3R,4S,5R,6S)-3,4,5-tri-benzyloxy-6-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-6-methoxytetrahydropyran-2-yl]methoxy]silicon

: 1358579-12-0
(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[4-[2-(cyclopropoxy)ethoxy]phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetyl chloride; methanol / 1 h

2.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / -78 - 20 °C

3.1: sodium hydroxide; water / 1,4-dioxane / 20 h / 50 - 70 °C

3.2: 0.5 h

4.1: trifluoroacetic acid / dichloromethane / 1 h / -10 °C

5.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran; methanol / 3 h

With methanol; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; triethylamine; acetyl chloride; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide;