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

Base Information

• Chemical Name: allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside
• CAS No.: 154391-06-7
• Molecular Formula: C₂₇H₂₈O₁₀
• Molecular Weight: 512.513
• Mol file: 154391-06-7.mol

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

Chemical Property of allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside

There total 4 articles about allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-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: 70.0%

pyruvic acid methyl ester (600-22-6) + allyl 2,3-di-O-benzoyl-α-D-galactopyranoside (154391-03-4) → allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside (154391-06-7)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; for 2h; Ambient temperature;

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

Reference yield:

allyl 4,6-O-benzylidene-α-D-galactopyranoside (20746-64-9) → allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside (154391-06-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / pyridine / 5 h / Ambient temperature

2: 76 percent / aq. AcOH / 1.5 h / 80 °C

3: 70 percent / BF₃*Et₂O / acetonitrile / 2 h / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; acetic acid; In acetonitrile;

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

Reference yield:

benzoyl chloride (98-88-4) → allyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-α-D-galactopyranoside (154391-06-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / pyridine / 5 h / Ambient temperature

2: 76 percent / aq. AcOH / 1.5 h / 80 °C

3: 70 percent / BF₃*Et₂O / acetonitrile / 2 h / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; acetic acid; In acetonitrile;

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

upstream raw materials:

pyruvic acid methyl ester

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

allyl 4,6-O-benzylidene-α-D-galactopyranoside

benzoyl chloride

Downstream raw materials:

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

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