(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

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Chemical Name:(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol
CAS No.:1061314-50-8
Molecular Formula:C₅₀H₅₁ClO₆
Molecular Weight:783.404
Hs Code.:

Synonyms:(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

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Chemical Property of (5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

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Technology Process of (5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

There total 10 articles about (5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)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: 63.0%

: 1061314-20-2
(2S,3S,4R,5R,6R)-2-(2-(allyloxymethyl)-4-chloro-5-(4-ethylbenzyl)phenyl)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran

: 1061314-50-8
(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

Guidance literature:: With sodium acetate; palladium dichloride; In water; acetic acid; at 70 ℃; for 1h;
DOI:10.1016/j.bmc.2010.04.088

Reference yield:

: 1061314-08-6
1-(allyloxymethyl)-2-bromo-5-chloro-4-(4-ethylbenzyl)-benzene

: 1061314-50-8
(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 - -45 °C / Inert atmosphere

1.3: 2 h / -25 - 5 °C / Inert atmosphere

2.1: acetic acid; sodium acetate; palladium dichloride / water / 1.5 h / 75 °C

With n-butyllithium; sodium acetate; acetic acid; palladium dichloride; In tetrahydrofuran; hexane; water;

Reference yield:

: 2458-12-0
3-amino-p-toluic acid

: 1061314-50-8
(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-phenyl)methanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 0 - 15 °C / Inert atmosphere

2.1: thionyl chloride / 6 h / 0 - 5 °C / Reflux

3.1: sodium nitrite; hydrogenchloride / water; 1,4-dioxane / 2 h / -10 - 0 °C

3.2: 0.67 h / 20 °C

4.1: sulfuric acid; tetrabutylammomium bromide; ruthenium(III) chloride trihydrate; sodium hypochlorite / 1,2-dichloro-ethane; water / 6 h / pH 9

5.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 50 °C

5.2: 1 h / -10 - 50 °C / Inert atmosphere

6.1: trifluoroacetic acid; triethylsilane; trifluorormethanesulfonic acid / 2 h / 75 °C / Inert atmosphere

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

8.2: 0 - 20 °C

9.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

9.2: 3 h / -78 - -45 °C / Inert atmosphere

9.3: 2 h / -25 - 5 °C / Inert atmosphere

10.1: acetic acid; sodium acetate; palladium dichloride / water / 1.5 h / 75 °C

With hydrogenchloride; triethylsilane; sodium hypochlorite; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; trifluorormethanesulfonic acid; ruthenium(III) chloride trihydrate; sulfuric acid; tetrabutylammomium bromide; sodium acetate; sodium hydride; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; palladium dichloride; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;