(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

Base Information

Chemical Name:(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran
CAS No.:1260242-00-9
Molecular Formula:C₄₁H₄₀BrClO₅
Molecular Weight:728.123
Hs Code.:

Synonyms:(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

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Chemical Property of (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

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Technology Process of (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

There total 1 articles about (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran 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:

: 1225430-37-4
(2-chloro-5-((3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)methanol

: 1260242-00-9
(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

Guidance literature:: With pyridine; phosphorus tribromide; In diethyl ether; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2010.04.006

Reference yield: 51.0%

: potassium cyanide

: 1260242-00-9
(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

: 1260241-99-3
2-(2-chloro-5-((2R,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile

: 1225430-39-6
2-(2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile

Guidance literature:: In ethanol; water; for 15h; Reflux;

Reference yield:

: 1260242-00-9
(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)-tetrahydro-2H-pyran

: 1352714-79-4
N-(3-(2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)-2-oxopropyl)benzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: ethanol; water / 15 h / Reflux

2.1: sodium hydroxide; water / ethanol / Reflux

2.2: 20 °C

3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 5.25 h / 0 - 20 °C / Inert atmosphere

4.1: dichloromethane; diethyl ether / 3 h / -30 - 20 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: hydrogen bromide / dichloromethane; diethyl ether; water / 0.5 h / 0 °C

6.1: dichloromethane / 3 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride; water / dichloromethane; ethanol / 3.5 h / 0 - 20 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; oxalyl dichloride; water; hydrogen bromide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; N,N-dimethyl-formamide; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;