phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside
• CAS No.: 13089-70-8
• Molecular Formula: C₂₀H₂₅NO₉
• Molecular Weight: 423.42
• Mol file: 13089-70-8.mol

Synonyms:phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside

Chemical Property of phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside

There total 6 articles about phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-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: 56.0%

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-mannopyrano)-[2,1:4',5']-2-oxazoline (10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1) + phenol (108-95-2,27073-41-2) → phenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-mannopyranoside (4148-73-6,13089-19-5,13089-21-9,13089-43-5,13089-70-8,23646-65-3,30657-66-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 72h;

DOI:10.3762/bjoc.8.48

Reference yield: 43.0%

(3R,4R,5R,6R)-3-acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (76375-60-5) + phenol (108-95-2,27073-41-2) → phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranoside (13089-43-5) + phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside (13089-70-8)

Guidance literature:

With calcium sulfate; zinc(II) chloride; In 1,2-dichloro-ethane; for 18h; Heating;

DOI:10.1016/j.carres.2005.06.010

Reference yield: 37.0%

2-acetamido-2,4,6,-tri-O-acetyl-1-chloro-1,2-dideoxy-α-D-galactopyranose (41355-44-6) + phenol (108-95-2,27073-41-2) → phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside (13089-70-8)

Guidance literature:

2-acetamido-2,4,6,-tri-O-acetyl-1-chloro-1,2-dideoxy-α-D-galactopyranose; phenol; With N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane;

With sodium hydroxide; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.biochem.5b01285

upstream raw materials:

2-acetamido-2,4,6,-tri-O-acetyl-1-chloro-1,2-dideoxy-α-D-galactopyranose

phenol

(3R,4R,5R,6R)-3-acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-mannopyrano)-[2,1:4',5']-2-oxazoline

Downstream raw materials:

C₂₀H₂₄N₂O₁₁

4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

o-nitrophenyl 2-acetamido-2-deoxy-α-D-mannopyranoside

Phenyl 2-acetamido-2-desoxy-α-D-mannopyranosid