1,4-DIBENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL

Base Information

• Chemical Name: 1,4-DIBENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL
• CAS No.: 99756-37-3
• Molecular Formula: C₂₆H₂₈O₈
• Molecular Weight: 468.504
• Mol file: 99756-37-3.mol

Synonyms:1,2:4,5-BIS-O-(1-METHYLETHYLIDENE)-MYO-INOSITOL DIBENZOATE;1,4-BZ2-IPRY2-INO;1,4-DIBENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL

Chemical Property of 1,4-DIBENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL

Chemical Property:

• PSA: 89.52000
• LogP: 3.49140

Purity/Quality:

99% ^*data from raw suppliers

1,4-DIBENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-DIBENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL

There total 7 articles about 1,4-DIBENZOYL-2,3:5,6-DI-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: 26.0%

D-myo-inositol (87-89-8) + benzoyl chloride (98-88-4) + 2,2-dimethoxy-propane (77-76-9) → (±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol (99756-37-3,128387-14-4) + (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol (115072-66-7)

Guidance literature:

D-myo-inositol; 2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

benzoyl chloride; In pyridine; at 20 ℃; for 2h;

DOI:10.1016/S0008-6215(01)00286-5

Reference yield: 25.0%

D-myo-inositol (87-89-8) + benzoyl chloride (98-88-4) + 2,2-dimethoxy-propane (77-76-9) → (±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol (99756-37-3,128387-14-4) + (+/-)-3,4,5,6-tetra-O-benzoyl-1,2-O-isopropylidene-myo-inositol (33800-47-4) + (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol (115072-66-7) + (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol (115072-66-7)

Guidance literature:

D-myo-inositol; 2,2-dimethoxy-propane; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h; under 300.03 Torr; Inert atmosphere; Green chemistry;

benzoyl chloride; With pyridine; at 0 - 20 ℃; for 2h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1039/c3ra40506k

Reference yield:

D-myo-inositol (87-89-8) + benzoyl chloride (98-88-4) + 2,2-dimethoxy-propane (77-76-9) → (±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol (99756-37-3,128387-14-4)

Guidance literature:

With pyridine; toluene-4-sulfonic acid; Yield given. Multistep reaction; 1) DMF, 100 deg C, 2 h 2) DMF, 2 h;

DOI:10.1016/S0008-6215(00)90741-9

upstream raw materials:

2-Methoxypropene

D-myo-inositol

benzoyl chloride

2,2-dimethoxy-propane

Downstream raw materials:

(±)-1-O-allyl-4-O-benzyl-2,3:5,6-di-O-isopropylidene-myo-inositol

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

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

Inositol 1,3,4-triphosphate

Refernces

• 1、 Vibhute, Amol M.,Sureshan, Kana M.. "H2SO4-silica: An eco-friendly heterogeneous catalyst for the differential protection of myo-inositol hydroxyl groups". . p. 7321 - 7329. Retrieved 2013/07/05.
• 2、 Chung, Sung-Kee,Chang, Young-Tae,Sohn, Kwang-Hoon. "Practical divergent synthesis of all possible regioisomers of myo-inositol trisphosphates". . p. 163 - 164. Retrieved 2007/10/03.