methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside
• CAS No.: 815589-28-7
• Molecular Formula: C₆₇H₅₇O₂₀P
• Molecular Weight: 1213.15
• Mol file: 815589-28-7.mol

Synonyms:methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property of methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

There total 12 articles about methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside 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: 90.0%

chlorophosphoric acid diphenyl ester (2524-64-3) + methyl 3-O-(2,3,4-tri-O-benzoyl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (815589-34-5) → methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (815589-28-7)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 80 ℃; for 3h;

DOI:10.1016/j.bmc.2004.09.005

Reference yield: 78.0%

methyl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside (125226-68-8) + 2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl trichloroacetimidate (815589-22-1) → methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (815589-28-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In 1,2-dichloro-ethane; at 0 ℃; for 0.166667h;

DOI:10.1016/j.bmc.2004.09.005

Reference yield:

chlorophosphoric acid diphenyl ester (2524-64-3) → methyl 3-O-(2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (815589-28-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / 1,2-dichloro-ethane / 0 - 20 °C

2: 64 percent / cerium(IV) ammonium nitrate / acetonitrile; H₂O / 0.17 h / 30 °C

3: 90 percent / K₂CO₃ / 1,2-dichloro-ethane / 0.17 h / 0 °C

4: 78 percent / TMSOTf; molecular sieves 3 Angstroem / 1,2-dichloro-ethane / 0.17 h / 0 °C

With ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; potassium carbonate; In water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1016/j.bmc.2004.09.005

upstream raw materials:

methyl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside

2,3,4-tri-O-benzoyl-6-O-diphenylphosphoryl-α-D-mannopyranosyl trichloroacetimidate

chlorophosphoric acid diphenyl ester

methyl 3-O-(2,3,4-tri-O-benzoyl-α-D-mannopyranosyl)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside