1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

Base Information

• Chemical Name: 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol
• CAS No.: 132662-65-8
• Molecular Formula: C₃₀H₃₀O₇
• Molecular Weight: 502.564
• Mol file: 132662-65-8.mol

Synonyms:1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

Chemical Property of 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

There total 4 articles about 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-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:

2-Methoxypropene (116-11-0) + (-)-viburnitol (488-76-6) + benzyl chloride (100-44-7) + benzoyl chloride (98-88-4) → 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol (132662-65-8) + 1D-5,6-di-O-benzoyl-4-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol (132662-66-9)

Guidance literature:

With pyridine; dmap; camphor-10-sulfonic acid; sodium hydride; acetyl chloride; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/ja00064a002

Reference yield:

quebrachitol (642-38-6) → 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol (132662-65-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / camphorsulphonic acid (CSA) / dimethylformamide / 4 h / 60 °C

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1039/c39900001638

Reference yield:

1L-3,4,:5,6-di-O-isopropylidene-2-O-methyl-chiro-inositol (58769-23-6) → 1D-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol (132662-65-8)

Guidance literature:

DOI:10.1039/c39900001638

upstream raw materials:

benzyl bromide

1D-3-deoxy-1,2:5,6-di-O-isopropylidene-4-O-methyl-myo-inositol

benzoyl chloride

2-Methoxypropene

Downstream raw materials:

1D-6-O-benzyl-2,3-dideoxy-myo-inositol

1D-2,3,6-trideoxy-myo-inositol 1,4,5-tris(dibenzylphosphate)

Phosphoric acid dibenzyl ester (1R,2S,3R,4R,6R)-2-benzyloxy-3,4-bis-(bis-benzyloxy-phosphoryloxy)-6-(1-ethoxy-ethoxy)-cyclohexyl ester

1D-1,4,5-tri-O-benzoyl-6-O-benzyl-3-deoxy-2-O-(1-ethoxyethyl)-myo-inositol

Refernces

• 1、 Seewald,Aksoy,Powis,Fauq,Kozikowski. "Synthesis of D-3-deoxy-myo-inositol 1,4,5-trisphosphate and its effect on Ca2+ release in NIH 3T3 cells". . p. 1638 - 1639. Retrieved 2007/10/02.