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

Base Information

Chemical Name:(2R,3R,4R)-1,3,4-tris[(3,5-dimethylbenzyl)oxy]-5-(3,4-diphenyl-2-furyl)-2-pentanol
CAS No.:1447908-96-4
Molecular Formula:C₄₈H₅₂O₅
Molecular Weight:708.938
Hs Code.:

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

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Chemical Property of (2R,3R,4R)-1,3,4-tris[(3,5-dimethylbenzyl)oxy]-5-(3,4-diphenyl-2-furyl)-2-pentanol

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Technology Process of (2R,3R,4R)-1,3,4-tris[(3,5-dimethylbenzyl)oxy]-5-(3,4-diphenyl-2-furyl)-2-pentanol

There total 4 articles about (2R,3R,4R)-1,3,4-tris[(3,5-dimethylbenzyl)oxy]-5-(3,4-diphenyl-2-furyl)-2-pentanol 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: 91.0%

: (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

: 222421-22-9
(Z)-3-iodo-2-phenyl-3-phenylprop-2-en-1-ol

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

Guidance literature:: (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; (Z)-3-iodo-2-phenyl-3-phenylprop-2-en-1-ol; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In acetonitrile; at 120 ℃; for 0.25h; Microwave irradiation; Inert atmosphere; Sealed tube;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ol4014574

Reference yield:

: 2873-29-2
D-glucal triacetate

: 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 3 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydroxide / tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: (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

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

3.2: 1.5 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetra-(n-butyl)ammonium iodide; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium hydroxide; In tetrahydrofuran; hexane; acetonitrile; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol4014574

Reference yield:

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

: 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 3 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydroxide / tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: (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

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

3.2: 1.5 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetra-(n-butyl)ammonium iodide; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium hydroxide; In tetrahydrofuran; hexane; acetonitrile; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol4014574