(+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

Base Information

Chemical Name:(+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol
CAS No.:180979-76-4
Molecular Formula:C₄₁H₄₆O₇
Molecular Weight:650.812
Hs Code.:

Synonyms:(+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

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Chemical Property of (+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

Chemical Property:

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Technology Process of (+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

There total 5 articles about (+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-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: 97.0%

: 100-39-0
benzyl bromide

: 180794-81-4
(+)-6-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

: 180979-76-4
(+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: (+)-6-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 40 ℃;
DOI:10.1021/jo960602u

Reference yield:

: 41545-19-1
(+)-1,2:5,6-di-O-cyclohexylidene-myo-inositol

: 180979-76-4
(+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: Multi-step reaction with 4 steps

1.1: di-n-butyltin oxide / toluene / 2 h / Heating

1.2: 88 percent / CsF / dimethylformamide / 17 h / -15 - 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 97 percent / dimethylformamide / 40 °C

3.1: 82 percent / acetyl chloride; CH₃OH / CH₂Cl₂ / 0.25 h / 23 °C

4.1: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: 97 percent / dimethylformamide / 40 °C

With methanol; sodium hydride; di(n-butyl)tin oxide; acetyl chloride; In dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: coordination / 1.2: Etherification / 2.1: Metallation / 2.2: Etherification / 3.1: methanolysis / 4.1: Metallation / 4.2: Etherification;
DOI:10.1021/jo960602u

Reference yield:

: 124601-98-5
(-)-6-O-benzyl-2,3:4,5-di-O-cyclohexylidene-myo-inositol

: 180979-76-4
(+)-4,5,6-tri-O-benzyl-2,3-O-cyclohexylidene-1-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 97 percent / dimethylformamide / 40 °C

2.1: 82 percent / acetyl chloride; CH₃OH / CH₂Cl₂ / 0.25 h / 23 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 97 percent / dimethylformamide / 40 °C

With methanol; sodium hydride; acetyl chloride; In dichloromethane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Etherification / 2.1: methanolysis / 3.1: Metallation / 3.2: Etherification;
DOI:10.1021/jo960602u