biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside
• CAS No.: 1415481-52-5
• Molecular Formula: C₃₉H₃₂O₉
• Molecular Weight: 644.678
• Mol file: 1415481-52-5.mol

Synonyms:biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property of biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside

There total 6 articles about biphenyl-4-yl 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: 73.0%

biphenyl-4-yl 2,4,6-tri-O-benzoyl-3-O-benzyl-α-D-mannopyranoside (1415481-51-4) → biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside (1415481-52-5)

Guidance literature:

With hydrogen; acetic acid; 10% palladium hydroxide on charcoal; In 1,4-dioxane; ethyl acetate; at 20 ℃; under 3000.3 Torr;

Reference yield:

(2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-phenylphenoxy)-tetrahydropyran-3,4,5-triol (31909-79-2,31909-80-5,120489-26-1,145875-00-9,134699-00-6) → biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside (1415481-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / methanol / 5 h / Reflux

1.2: 115 °C

2.1: dmap / pyridine / 20 °C

3.1: hydrogen; acetic acid / 10% palladium hydroxide on charcoal / ethyl acetate; 1,4-dioxane / 20 °C / 3000.3 Torr

With dmap; hydrogen; di(n-butyl)tin oxide; acetic acid; 10% palladium hydroxide on charcoal; In 1,4-dioxane; pyridine; methanol; ethyl acetate;

Reference yield:

biphenyl-4-yl 3-O-benzyl-α-D-mannopyranoside (1415483-55-4) → biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside (1415481-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / pyridine / 20 °C

2: hydrogen; acetic acid / 10% palladium hydroxide on charcoal / ethyl acetate; 1,4-dioxane / 20 °C / 3000.3 Torr

With dmap; hydrogen; acetic acid; 10% palladium hydroxide on charcoal; In 1,4-dioxane; pyridine; ethyl acetate;

upstream raw materials:

D-Mannose pentaacetate

4-Phenylphenol

(2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-phenylphenoxy)-tetrahydropyran-3,4,5-triol

biphenyl-4-yl 3-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

phosphoric acid dibenzyl ester

biphenyl-4-yl 2,4,6-tri-O-benzoyl-3-O-(dibenzyloxyphosphoryl)-α-D-mannopyranoside

Refernces

• 1、 -. "MANNOSE PHOSPHATE DERIVATIVES AS ANTAGONISTS OF BACTERIAL ADHESION". . . Retrieved 2013/02/28.