Phenyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside

Base Information

• Chemical Name: Phenyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside
• CAS No.: 13089-18-4
• Molecular Formula: C14H19 N O6
• Molecular Weight: 297.308
• Hs Code.: 29329990
• European Community (EC) Number: 236-000-4
• DSSTox Substance ID: DTXSID901293500
• Nikkaji Number: J317.803J
• Mol file: 13089-18-4.mol

Synonyms:phenyl alpha-N-acetylgalactosaminide;phenyl-alpha-N-acetylgalactosaminide

Chemical Property of Phenyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside

Chemical Property:

• Vapor Pressure: 2.77E-15mmHg at 25°C
• Melting Point: 248℃ (decomposition)
• Boiling Point: 600.8°Cat760mmHg
• Flash Point: 317.2°C
• PSA: 108.25000
• Density: 1.38g/cm³
• LogP: -0.60000
• Storage Temp.: 2-8°C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 297.12123733
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

98%Min ^*data from raw suppliers

Phenyl 2-acetamido-2-deoxy-a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC2=CC=CC=C2)CO)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1OC2=CC=CC=C2)CO)O)O
• Uses: Phenyl 2-Acetamido-2-deoxy-a-D-galactopyranoside is a useful intermediate for the asymmetric synthesis of complex oligosaccharides.

Technology Process of Phenyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside

There total 15 articles about Phenyl 2-acetamido-2-deoxy-alpha-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: 99.0%

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) → Phenyl 2-acetamido-2-desoxy-α-D-mannopyranosid (4291-19-4,4366-43-2,5574-80-1,10139-04-5,13089-18-4,23646-66-4)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 0.333333h;

DOI:10.3762/bjoc.8.48

Reference yield: 95.0%

phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranoside (13089-43-5) → phenyl 2-acetamido-2-deoxy-α-D-galactopyranoside (13089-18-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.666667h;

DOI:10.1016/j.carres.2005.06.010

Reference yield:

phenyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galatopyranoside (593260-70-9) → phenyl 2-acetamido-2-deoxy-α-D-galactopyranoside (13089-18-4)

Guidance literature:

With hydrogen; Pd/C (10percent); In methanol; acetic acid; for 3h;

DOI:10.1002/ejoc.200200712

upstream raw materials:

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

N-acetyl-D-mannosamine

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

1,3,4,6-tetra-O-acetyl-2-acetamido-2-deoxy-α,β-D-mannopyranose

Downstream raw materials:

phenol

phenyl 2-acetamido-2-deoxy-3,6-di-O-pivaloyl-α-D-galactopyranoside

phenyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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