Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester
• CAS No.: 212198-17-9
• Molecular Formula: C₂₁H₂₄F₆O₁₀S₂
• Molecular Weight: 614.538
• Mol file: 212198-17-9.mol

Synonyms:

Chemical Property of Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

There total 2 articles about Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester 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:

benzyl β-D-galactopyranoside (4304-12-5,14897-46-2,15548-45-5,25320-99-4,34246-23-6,47000-20-4,53448-50-3,86196-36-3,133908-86-8) → Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester (212198-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / bis(tributyltin)oxide / acetonitrile / 24 h / Heating

2: pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; bis(tri-n-butyltin)oxide; In dichloromethane; acetonitrile;

DOI:10.1080/07328309808002347

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + Benzyl 3,6-di-O-Allyl-β-D-galactopyranoside (78727-75-0) → Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester (212198-17-9)

Guidance literature:

With pyridine; In dichloromethane; for 0.5h; Yield given; Ambient temperature;

DOI:10.1080/07328309808002347

Reference yield: 69.0%

cesium acetate (3396-11-0) + Trifluoro-methanesulfonic acid (2R,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-2-benzyloxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester (212198-17-9) → benzyl 2,4-di-O-acetyl-3,6-di-O-allyl-β-D-mannopyranoside

Guidance literature:

With 18-crown-6 ether; In toluene; rt, ultrasonication, 12 h, then reflux, 12 h;

DOI:10.1080/07328309808002347

upstream raw materials:

trifluoromethylsulfonic anhydride

Benzyl 3,6-di-O-Allyl-β-D-galactopyranoside

benzyl β-D-galactopyranoside