3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol

Base Information

• Chemical Name: 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol
• CAS No.: 132360-44-2
• Molecular Formula: C₂₇H₃₄O₇
• Molecular Weight: 470.563
• Mol file: 132360-44-2.mol

Synonyms:3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol

Chemical Property of 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol

There total 4 articles about 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-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: 57.3%

3-O-benzyl-1,2:4,5-di-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol (132360-43-1) → 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol (132360-44-2)

Guidance literature:

With toluene-4-sulfonic acid; ethylene glycol; In dichloromethane;

DOI:10.1016/S0040-4020(01)81480-0

Reference yield:

benzyl bromide (100-39-0) → 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol (132360-44-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / barium oxide/ barium hydroxide octahydrate / dimethylformamide / 96 h / Ambient temperature

2: 64.3 percent / NaH / dimethylformamide / 6 h / 20 °C

3: 57.3 percent / p-toluenesulfonic acid monohydrate, ethylene glycol / CH₂Cl₂

With barium hydroxide octahydrate; sodium hydride; toluene-4-sulfonic acid; ethylene glycol; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81480-0

Reference yield:

(+/-)-3-O-benzyl-1,2:4,5-di-O,O-cyclohexylidene-myo-inositol (23393-20-6,111901-82-7,120202-94-0,126722-28-9,134109-10-7,134109-11-8,136375-66-1) → 3-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol (132360-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 64.3 percent / NaH / dimethylformamide / 6 h / 20 °C

2: 57.3 percent / p-toluenesulfonic acid monohydrate, ethylene glycol / CH₂Cl₂

With sodium hydride; toluene-4-sulfonic acid; ethylene glycol; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81480-0

upstream raw materials:

3-O-benzyl-1,2:4,5-di-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol

benzyl bromide

(+/-)-3-O-benzyl-1,2:4,5-di-O,O-cyclohexylidene-myo-inositol

p-methoxybenzyl chloride

Downstream raw materials:

1-O-allyl-2,3,4,5-tetra-O-benzyl-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

1-O-allyl-2,3,4,5-tetra-O-benzyl-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-L-myo-inositol

3,4,5-tri-O-benzyl-1,2-O-cyclohexylidene-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

3,4,5-tri-O-benzyl-1,2-O-cyclohexylidene-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-L-myo-inositol