benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside
• CAS No.: 154460-35-2
• Molecular Formula: C₃₄H₃₀O₈
• Molecular Weight: 566.607
• Mol file: 154460-35-2.mol

Synonyms:benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside

Chemical Property of benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside

There total 1 articles about benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside 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:

benzoyl chloride (98-88-4) + benzyl 4,6-O-benzylidene-D-galactopyranoside → benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside (26531-91-9) + benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside (154460-35-2)

Guidance literature:

With pyridine; for 3h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/0008-6215(94)80063-4

Reference yield: 89.0%

benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside (154460-35-2) → benzyl 2,3-di-O-benzoyl-α-D-galactopyranoside (154391-04-5)

Guidance literature:

With acetic acid; at 75 ℃; for 1h;

DOI:10.1016/0008-6215(94)80063-4

Reference yield:

benzyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside (154460-35-2) → 2,3-di-O-benzoyl-4,6-O<(R)-1-methoxycarbonylethylidene>-N-trichloroacetyl-β-D-galactopyranosylamine

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / aq. AcOH / 1 h / 75 °C

2: 63 percent / BF₃*Et₂O / acetonitrile / 2 h / Ambient temperature

3: 96 percent / H₂ / 10percent Pd/C / acetic acid / 72 h / 760 Torr / Ambient temperature

4: 66 percent / K₂CO₃ / CH₂Cl₂ / 96 h

5: 22 percent / trimethylsilyl trifluoromethanesulfonate, 5-pentanol / acetonitrile / 0.5 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; 5-<(benzyloxycarbonyl)amino>pentanol; acetic acid; palladium on activated charcoal; In dichloromethane; acetic acid; acetonitrile;

DOI:10.1016/0008-6215(94)80063-4

upstream raw materials:

benzoyl chloride

Downstream raw materials:

benzyl 2,3-di-O-benzoyl-α-D-galactopyranoside

benzyl 2,3-di-O-benzoyl-4,6-O<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside

5-<(benzyloxycarbonyl)amino>pentyl 2,3-di-O-benzoyl-4,6-O<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside

2,3-di-O-benzoyl-4,6-O-<1-(R)-methoxycarbonyl(ethylidene)>-α-D-galactopyranosyl trichloroacetimidate