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

Base Information

Chemical Name:2-(2-chloro-4-methoxy-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile
CAS No.:1313512-93-4
Molecular Formula:C₄₃H₄₂ClNO₆
Molecular Weight:704.263
Hs Code.:

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

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

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

There total 9 articles about 2-(2-chloro-4-methoxy-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile 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:

: potassium cyanide

: 1313512-94-5
C₄₂H₄₂BrClO₆

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

: 1313512-93-4
2-(2-chloro-4-methoxy-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile

Guidance literature:: With 18-crown-6 ether; In acetonitrile; at 85 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.03.052

Reference yield:

: 1259020-50-2
(5-bromo-2-chloro-4-methoxybenzyloxy)triisopropylsilane

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

: 1313512-93-4
2-(2-chloro-4-methoxy-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 °C / Inert atmosphere

1.3: -50 - -10 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: pyridine; phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere; Reflux

4.1: 18-crown-6 ether / acetonitrile / 1 h / 85 °C / Inert atmosphere

With pyridine; n-butyllithium; 18-crown-6 ether; tetrabutyl ammonium fluoride; phosphorus tribromide; In tetrahydrofuran; diethyl ether; hexane; acetonitrile;
DOI:10.1016/j.ejmech.2011.03.052

Reference yield:

: 1033723-31-7
(5-bromo-2-chloro-4-methoxyphenyl)methanol

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

: 1313512-93-4
2-(2-chloro-4-methoxy-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

2.3: -50 - -10 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: pyridine; phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere; Reflux

5.1: 18-crown-6 ether / acetonitrile / 1 h / 85 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; n-butyllithium; 18-crown-6 ether; tetrabutyl ammonium fluoride; phosphorus tribromide; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.ejmech.2011.03.052