2-Methoxyneuraminic acid

Base Information

• Chemical Name: 2-Methoxyneuraminic acid
• CAS No.: 56144-08-2
• Molecular Formula: C10H19 N O8
• Molecular Weight: 281.263
• Mol file: 56144-08-2.mol

Synonyms:2-MeONeu;2-methoxyneuraminic acid

Chemical Property of 2-Methoxyneuraminic acid

Chemical Property:

• Melting Point: Softens and Yellows at 150°C; 200°C dec.
• Boiling Point: 603.4°Cat760mmHg
• Flash Point: 318.7°C
• PSA: 162.70000
• Density: 1.532g/cm³
• LogP: -2.69480
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -4.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 281.11106656
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

Methyl b-neuraminic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1C(CC(C(O1)(C(C(C(=O)O)O)O)N)O)O
• Uses: Methyl-β-Neuraminic Acid is a useful synthetic intermediate for the preparation of aminde-linked sialooligomers. A naturally occurring -Amino Acid

Technology Process of 2-Methoxyneuraminic acid

There total 5 articles about 2-Methoxyneuraminic acid 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: 85.0%

N-Acetyl-β-D-neuraminylsaeure-methyl-methylglycosid (6730-43-4) → 5-amino-O2-methyl-β-D-glycero-D-galacto-3,5-dideoxy-[2]nonulopyranosonic acid (56144-08-2)

Guidance literature:

With sodium hydroxide; at 90 - 95 ℃; for 48h;

DOI:10.1021/jo971415e

Reference yield:

N-Acetylneuraminic acid (131-48-6,14752-56-8,5977-25-3,6225-16-7,6918-20-3) → 5-amino-O2-methyl-β-D-glycero-D-galacto-3,5-dideoxy-[2]nonulopyranosonic acid (56144-08-2)

Guidance literature:

With hydrogenchloride; methanol; at 105 ℃;

Reference yield:

→ 5-amino-O2-methyl-β-D-glycero-D-galacto-3,5-dideoxy-[2]nonulopyranosonic acid (56144-08-2)

Guidance literature:

DOI:10.1515/bchm2.1967.348.1.378

upstream raw materials:

N-Acetylneuraminic acid

N-Acetyl-β-D-neuraminylsaeure-methyl-methylglycosid

Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-L-glycero-α-D-galacto-2-nonulopyranosidonsaeuremethylester

Downstream raw materials:

methyl (methyl 5-amino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate

Refernces

• 1、 Ogura, Haruo,Furuhata, Kimio. "STUDIES ON SIALIC ACIDS I. DETERMINATION OF ANOMERIC CONFIGURATION OF NEURAMINIC ACID DERIVATIVES BY CIRCULAR DICHROISM". . p. 4265 - 4268. Retrieved 2007/10/02.