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

Base Information

• Chemical Name: 1-O-BENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL
• CAS No.: 129094-34-4
• Molecular Formula: C25H34O6
• Molecular Weight: 430.538
• Mol file: 129094-34-4.mol

Synonyms:1-O-BENZOYL-2,3:5,6-DI-O-ISOPROPYLIDENE-MYO-INOSITOL;1,2:4,5-Bis-O-(1-methylethylidene)-DL-chiro-inositol 6-benzoate

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

Chemical Property:

• PSA: 66.38000
• LogP: 3.83510

Purity/Quality:

95% ^*data from raw suppliers

6-O-Benzyl-2,3:4,5-di-O-cyclohexylidene-L-myo-inositol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 3 articles about 1-O-BENZOYL-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: 82.0%

1,2:4,5-Di-O-isopropylidene-myo-inositol monotriflate (129094-33-3) + lithium benzoate (553-54-8) → Benzoic acid (3aR,4R,4aR,7aR,8S,8aS)-8-hydroxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl ester (129094-34-4)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1016/S0040-4039(00)88737-7

Reference yield:

(L)-1,2:4,5-di-O-isopropylidene-myo-inositol (128110-25-8) → Benzoic acid (3aR,4R,4aR,7aR,8S,8aS)-8-hydroxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl ester (129094-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 0.5 h / -40 °C

2: 82 percent / dimethylformamide / 24 h / 80 °C

With pyridine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)88737-7

Reference yield:

1-benzoylimidazole (10364-94-0) + (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol (51548-88-0,96039-15-5,98974-89-1,128110-25-8) → Benzoic acid (3aR,4S,4aR,7aS,8S,8aR)-8-hydroxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl ester (129094-34-4)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)74288-2

upstream raw materials:

1,2:4,5-Di-O-isopropylidene-myo-inositol monotriflate

lithium benzoate

(L)-1,2:4,5-di-O-isopropylidene-myo-inositol

1-benzoylimidazole

Downstream raw materials:

{3-[Benzyloxy-((1S,2R,3R,4S,5S,6R)-2,6-bis-benzyloxy-3,4,5-trihydroxy-cyclohexyloxy)-phosphoryloxy]-propyl}-carbamic acid benzyl ester

(1R,2R,3S,4R,5R,6R)-3,4,5-Tris-allyloxy-2,6-bis-benzyloxy-cyclohexanol

(1S,2R,3S,4R,5S,6S)-2,3,4-Tris-allyloxy-5-benzyloxy-6-methoxymethoxy-cyclohexanol

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

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