N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine

Base Information

• Chemical Name: N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine
• CAS No.: 75306-67-1
• Molecular Formula: C₂₁H₂₆N₂O₉
• Molecular Weight: 450.445
• Mol file: 75306-67-1.mol

Synonyms:N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine

Chemical Property of N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine

There total 7 articles about N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine 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: 99.0%

(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate (66118-22-7) + aniline (62-53-3) → N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine (75306-67-1)

Guidance literature:

mercury dichloride; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(00)92745-X

Reference yield:

3-phenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) thiocarbamide (121388-66-7,71454-45-0) → N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine (75306-67-1)

Guidance literature:

nickel; In benzene; Heating;

Reference yield:

phenylformamidine (13484-76-9,143465-23-0,143465-24-1,125033-98-9,125033-99-0) → N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine (75306-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Raney nickel / ethanol / 1 h / Heating

2: benzene / Heating

3: 6.3 g / Raney nickel / benzene / Heating

nickel; In ethanol; benzene;

upstream raw materials:

3-phenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) thiocarbamide

(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

aniline

phenylformamidine

Refernces

• 1、 Marmet, Danielle,Boullanger, Paul,Descotes, Gerard. "Reaction des glycosyl isonitriles avec les amines et les alcools". . p. 373 - 378. Retrieved 2007/10/02.