(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone

Base Information

• Chemical Name: (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone
• CAS No.: 1161430-23-4
• Molecular Formula: C₅₀H₄₉ClO₅
• Molecular Weight: 765.389

Synonyms:(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone

Chemical Property of (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone

Chemical Property:

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Technology Process of (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone

There total 1 articles about (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone 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: 92.3%

(1R,2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanol (1161430-12-1) → (2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone (1161430-23-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;

Reference yield: 92.6%

(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone (1161430-23-4) → (2S,3S,4R,5R,6R)-2-(4-chloro-3-(4-ethylbenzyl)phenyl)-3,4,5-trihydroxy-6-(hydroxymethyl)cyclohexanone (1161430-24-5)

Guidance literature:

With hydrogen; 1,2-dichloro-benzene; palladium 10% on activated carbon; In tetrahydrofuran; methanol; at 25 ℃; for 4h;

Reference yield: 63.0%

(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanone (1161430-23-4) → ((1S,2R,3R,4R,6S)-4-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)-5-methylenecyclohexane-1,2,3-triyl)tris(oxy)tris(methylene)tribenzene (1161430-48-3)

Guidance literature:

With nysted reagent; titanium tetrachloride; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃; for 3.33333h;

upstream raw materials:

(1R,2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohexanol

Downstream raw materials:

(2S,3S,4R,5R,6R)-2-(4-chloro-3-(4-ethylbenzyl)phenyl)-3,4,5-trihydroxy-6-(hydroxymethyl)cyclohexanone

((1S,2R,3R,4R,6S)-4-(benzyloxymethyl)-6-(4-chloro-3-(4-ethylbenzyl)phenyl)-5-methylenecyclohexane-1,2,3-triyl)tris(oxy)tris(methylene)tribenzene

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