(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

Base Information

Chemical Name:(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B
CAS No.:741256-69-9
Molecular Formula:C₃₇H₃₈O₈
Molecular Weight:610.704
Hs Code.:

Synonyms:(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

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Chemical Property of (+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

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Technology Process of (+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

There total 8 articles about (+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B 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: 57.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 741256-68-8
(+)-3-O-benzoyl-4-O-(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

: 741256-69-9
(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

Guidance literature:: With toluene-4-sulfonic acid; In diethyl ether; at 20 ℃; for 240h;
DOI:10.1248/cpb.52.727

Reference yield:

: 82529-87-1
(3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 741256-69-9
(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper iodide; dimethyl sulfide / tetrahydrofuran / 0.08 h / -40 °C

1.2: 75 percent / CH₂Cl₂ / 3 h / 20 °C

2.1: NaH / dimethylformamide / 2 h / ice bath cooling

2.2: 98 percent / dimethylformamide / 20 °C

3.1: 78 percent / aq. H₂SO₄ / tetrahydrofuran / 30 h / 60 °C

4.1: n-BuLi / diethyl ether / 1.5 h / 20 °C

4.2: 75 percent / diethyl ether; tetrahydrofuran / 20 °C

5.1: 84 percent / benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium / CH₂Cl₂ / 3 h / 20 °C

6.1: 72 percent / 4-dimethylaminopyridine; pyridine / 4 h / 20 °C

7.1: 57 percent / p-TsOH / diethyl ether / 240 h / 20 °C

With pyridine; dmap; copper(l) iodide; Grubbs catalyst first generation; n-butyllithium; dimethylsulfide; sulfuric acid; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.52.727

Reference yield:

: 98-88-4
benzoyl chloride

: 741256-69-9
(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-conduritol B

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / 4-dimethylaminopyridine; pyridine / 4 h / 20 °C

2: 57 percent / p-TsOH / diethyl ether / 240 h / 20 °C

With pyridine; dmap; toluene-4-sulfonic acid; In diethyl ether;
DOI:10.1248/cpb.52.727