(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

Base Information

Chemical Name:(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran
CAS No.:1447908-92-0
Molecular Formula:C₃₃H₄₀O₄
Molecular Weight:500.678
Hs Code.:

Synonyms:(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

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Chemical Property of (2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

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Technology Process of (2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

There total 1 articles about (2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-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: 46.0%

: 27129-86-8
1-bromomethyl-3,5-dimethylbenzene

: 2873-29-2
D-glucal triacetate

: 1447908-92-0
(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

Guidance literature:: D-glucal triacetate; With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

1-bromomethyl-3,5-dimethylbenzene; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol4014574

Reference yield:

: 1447908-92-0
(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

: 73183-34-3
bis(pinacol)diborane

: (2R,3S,4R)-3,4-bis[(3,5-dimethylbenzyl)oxy]-2-{[(3,5-dimethylbenzyl)oxy]methyl}-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-pyran

Guidance literature:: With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 120 ℃; for 0.25h; Microwave irradiation; Inert atmosphere;
DOI:10.1021/ol4014574

Reference yield:

: 1447908-92-0
(2R,3S,4R)-3,4-bis((3,5-dimethylbenzyl)oxy)-2-(((3,5-dimethylbenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

: 1447908-96-4
(2R,3R,4R)-1,3,4-tris[(3,5-dimethylbenzyl)oxy]-5-(3,4-diphenyl-2-furyl)-2-pentanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / hexane / 0.25 h / 120 °C / Microwave irradiation; Inert atmosphere

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / acetonitrile / 0.25 h / 120 °C / Microwave irradiation; Inert atmosphere; Sealed tube

2.2: 1.5 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; acetonitrile; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol4014574