(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

Base Information

Chemical Name:(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol
CAS No.:741256-70-2
Molecular Formula:C₃₇H₄₀O₁₀
Molecular Weight:644.719
Hs Code.:

Synonyms:(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

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Chemical Property of (+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

Chemical Property:

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Technology Process of (+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

There total 9 articles about (+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol 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: 80.0%

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

: Benzoic acid (1S,2R,3S,4S,5R,6S)-2,3-dihydroxy-4-(2-methoxy-benzyloxy)-5,6-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

: 741256-70-2
(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

Guidance literature:: With Quinuclidine; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 48h;
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

: 741256-70-2
(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

Guidance literature:: Multi-step reaction with 8 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

8.1: 80 percent / quinuclidine; 4-methylmorpholine N-oxide; aq. OsO₄ / CH₂Cl₂ / 48 h / 20 °C

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

Reference yield:

: 98-88-4
benzoyl chloride

: 741256-70-2
(+)-3-O-benzoyl-4,5-O-di(4'-methoxybenzyl)-6-O-(2'-methoxybenzyl)-D-myo-inositol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 80 percent / quinuclidine; 4-methylmorpholine N-oxide; aq. OsO₄ / CH₂Cl₂ / 48 h / 20 °C

With Quinuclidine; pyridine; dmap; osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In diethyl ether; dichloromethane;
DOI:10.1248/cpb.52.727