methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside
• CAS No.: 101242-41-5
• Molecular Formula: C₂₁H₁₉F₃O₉S
• Molecular Weight: 504.438
• Mol file: 101242-41-5.mol

Synonyms:methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside

Chemical Property of methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside

Chemical Property:

• Boiling Point: 552.7±50.0 °C(Predicted)
• Density: 1.48±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside

There total 6 articles about methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside 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: 84.0%

trifluoromethylsulfonic anhydride (358-23-6) + methyl 2,3-di-O-benzoyl-β-L-arabinopyranozide (222973-58-2) → methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside (101242-41-5)

Guidance literature:

With pyridine; In dichloromethane; at -78 - -50 ℃; for 1h;

DOI:10.1071/C97166

Reference yield:

methyl 3,4-O-isopropylidene-β-L-arabinopyranoside (38088-60-7,817620-70-5) → methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside (101242-41-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: aq. HOAc / 0.25 h / 100 °C

3: pyridine / CH₂Cl₂ / 0.42 h / -40 - -30 °C

4: 84 percent / pyridine / CH₂Cl₂ / 1 h / -78 - -50 °C

With pyridine; acetic acid; In dichloromethane;

DOI:10.1071/C97166

Reference yield:

benzoyl chloride (98-88-4) → methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside (101242-41-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: aq. HOAc / 0.25 h / 100 °C

3: pyridine / CH₂Cl₂ / 0.42 h / -40 - -30 °C

4: 84 percent / pyridine / CH₂Cl₂ / 1 h / -78 - -50 °C

With pyridine; acetic acid; In dichloromethane;

DOI:10.1071/C97166

upstream raw materials:

methyl 2,3-di-O-benzoyl-β-L-arabinopyranozide

trifluoromethylsulfonic anhydride

methyl 3,4-O-isopropylidene-β-L-arabinopyranoside

benzoyl chloride

Downstream raw materials:

methyl 4-azido-4-deoxy-β-L-arabinopyranoside

(2S,3S,4S)-2-(hydroxymethyl)pyrrolidine-3,4-diol

methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-α-D-xylopyranoside

methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside