Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 73445-24-6
• Molecular Formula: C₃₆H₃₅F₃O₉S
• Molecular Weight: 700.73
• Mol file: 73445-24-6.mol

Synonyms:

Chemical Property of Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester

There total 3 articles about Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-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:

1,2-di-O-benzoyl-3,4,6-tri-O-benzyl-D-galactopyranose (40246-27-3,68536-49-2,73445-22-4,73445-31-5,139332-51-7) → Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester (73445-24-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen chloride / diethyl ether / 48 h / Ambient temperature

2: acetonitrile

With hydrogenchloride; In diethyl ether; acetonitrile;

DOI:10.1016/0008-6215(80)90007-5

Reference yield:

silver (2,2,2-trifluoroethyl)sulfonate (105285-26-5) + 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride (85395-79-5) → Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester (73445-24-6)

Guidance literature:

In acetonitrile;

DOI:10.1016/0008-6215(80)90007-5

Reference yield:

silver (2,2,2-trifluoroethyl)sulfonate (105285-26-5) + 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride (85395-79-5) → Benzoic acid (2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester (73445-24-6)

Guidance literature:

In acetonitrile; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(84)85244-1

upstream raw materials:

silver (2,2,2-trifluoroethyl)sulfonate

2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride

1,2-di-O-benzoyl-3,4,6-tri-O-benzyl-D-galactopyranose

Downstream raw materials:

allyl 2-O-benzoyl-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,6-di-O-benzyl-α-D-galactopyranoside

methyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside

methyl 2-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4,6-tri-O-benzyl-β-D-galactopyranoside

methyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-galactopyranoside