1,2-O-ISOPROPYLIDENE-3,4:5,6-TETRA-O-BENZOYL-MYO-INOSITOL

Base Information

• Chemical Name: 1,2-O-ISOPROPYLIDENE-3,4:5,6-TETRA-O-BENZOYL-MYO-INOSITOL
• CAS No.: 33800-47-4
• Molecular Formula: C37H32 O10
• Molecular Weight: 636.65
• Mol file: 33800-47-4.mol

Synonyms:DL-myo-Inositol,1,2-O-(1-methylethylidene)-, tetrabenzoate; Inositol, 1,2-O-isopropylidene-,tetrabenzoate, DL-myo- (8CI)

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

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 2 articles about 1,2-O-ISOPROPYLIDENE-3,4:5,6-TETRA-O-BENZOYL-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: 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) + (+/-)-3,4,5,6-tetra-O-benzoyl-1,2-O-isopropylidene-myo-inositol (33800-47-4) + (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol (115072-66-7)

Guidance literature:

With pyridine; toluene-4-sulfonic acid; Yield given. Multistep reaction. Yields of byproduct given; 1.) DMF, 100 deg C, 3 h, 2.) RT, 2 h;

DOI:10.1016/0008-6215(94)84082-2

Reference yield: 100.0%

(+/-)-3,4,5,6-tetra-O-benzoyl-1,2-O-isopropylidene-myo-inositol (33800-47-4) → 1,4,5,6-tetra-O-benzoyl-myo-inositol (33800-48-5,50474-10-7,64314-49-4,70878-37-4,128442-41-1,131432-84-3,131483-60-8,142631-00-3,148905-29-7)

Guidance literature:

With acetic acid; at 100 ℃;

DOI:10.1016/S0960-894X(99)00348-0

upstream raw materials:

D-myo-inositol

benzoyl chloride

2,2-dimethoxy-propane

Downstream raw materials:

1,4,5,6-tetra-O-benzoyl-myo-inositol

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