(2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

Base Information

Chemical Name:(2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone
CAS No.:1188523-40-1
Molecular Formula:C₄₉H₄₈O₇
Molecular Weight:748.916
Hs Code.:

Synonyms:(2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

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Chemical Property of (2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

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Technology Process of (2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

There total 5 articles about (2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone 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: 56.0%

: 1188523-40-1
(2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

Guidance literature:

Reference yield:

: C₃₅H₃₆O₇

: 1188523-40-1
(2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; triethyl phosphite / tert-butyl methyl ether / 24 h / 50 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethyl phosphite; In dichloromethane; tert-butyl methyl ether;
DOI:10.1016/j.tet.2021.131955

Reference yield:

: 100-66-3
methoxybenzene

: 1188523-40-1
(2-(4-methoxybenzyl)phenyl)((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: aluminum (III) chloride / chlorobenzene / 1.5 h / 110 °C

1.2: 1.5 h / 0 - 20 °C

2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 20 °C / 3000.3 Torr

3.1: pyridine / 12 h / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate / N,N-dimethyl-formamide / 24 h / 160 °C / Inert atmosphere

5.1: sodium periodate / water; tetrahydrofuran / 0.25 h

5.2: 20 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; triethyl phosphite / tert-butyl methyl ether / 24 h / 50 °C / Inert atmosphere

With pyridine; aluminum (III) chloride; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; 5%-palladium/activated carbon; hydrogen; potassium acetate; triethyl phosphite; In tetrahydrofuran; ethanol; tert-butyl methyl ether; water; N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1016/j.tet.2021.131955