2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol

Base Information

• Chemical Name: 2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol
• CAS No.: 1613160-69-2
• Molecular Formula: C₂₀H₂₃F₃O₉S
• Molecular Weight: 496.458
• Mol file: 1613160-69-2.mol

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

Chemical Property of 2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol

There total 1 articles about 2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-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: 89.0%

trifluoromethylsulfonic anhydride (358-23-6) + 2-O-benzoyl-1,6:3,4-di-O-isopropylidene-myo-inositol (208714-30-1) → 2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol (1613160-69-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1039/c4cc00868e

Reference yield: 94.0%

2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol (1613160-69-2) → 2-O-benzoyl-1,6:3,4-di-O-isopropylidene-neo-inositol (1613320-41-4)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 100 ℃; for 4h;

DOI:10.1039/c4cc00868e

Reference yield:

2-O-benzoyl-5-O-trifluoromethanesulfonyl-1,6:3,4-di-O-isopropylidene-myo-inositol (1613160-69-2) → C19H22O7 (1613320-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water / N,N-dimethyl-formamide / 4 h / 100 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

2.2: 48 h / -78 - 20 °C

With oxalyl dichloride; water; dimethyl sulfoxide; In dichloromethane; N,N-dimethyl-formamide; 2.1: |Swern Oxidation;

DOI:10.1039/c4cc00868e

upstream raw materials:

trifluoromethylsulfonic anhydride

2-O-benzoyl-1,6:3,4-di-O-isopropylidene-myo-inositol

Downstream raw materials:

C₁₉H₂₂O₇

1-O-benzoyl-2,3:5,6-di-O-isopropylidene-cis-inositol

2-O-benzoyl-1,6:3,4-di-O-isopropylidene-neo-inositol