alpha-Methyl-N-acetyl-D-galactosamine

Base Information

• Chemical Name: alpha-Methyl-N-acetyl-D-galactosamine
• CAS No.: 6082-22-0
• Molecular Formula: C9H17NO6
• Molecular Weight: 235.237
• DSSTox Substance ID: DTXSID201238715
• Nikkaji Number: J104.521K
• Metabolomics Workbench ID: 56540
• Mol file: 6082-22-0.mol

Synonyms:6082-22-0;methyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside;alphaGalNAcOMe;GalNAcalpha1->OMe;alpha-D-GalNAc-OMe;alpha-D-GalpNAc-OMe;ALPHA-METHYL-N-ACETYL-D-GALACTOSAMINE;Methyl N-acetyl-2-deoxy-alpha-D-galactosamine;methyl N-acetyl-alpha-D-galactosaminide;CHEBI:44096;N-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]acetamide;N-((2S,3R,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3-yl)acetamide;methyl 2-(acetylamino)-2-deoxy-alpha-D-galactopyranoside;Methyl 2-acetamido-2-deoxy-a-D-galactopyranoside;.alpha.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-;Galactopyranoside, methyl 2-acetamido-2-deoxy-, .alpha.-D-;MGC;Me-alphaGalNAc;Methyl 2-(acetylamino)-2-deoxyhexopyranoside #;Epitope ID:156985;SCHEMBL7153210;DTXSID201238715;Methyl a-N-acetyl-D-galactosamine;Methyl .alpha.-N-acetyl-D-galactosamine;Methyl N-acetyl-2-deoxy-?-D-galactosamine;A913608;O-Methyl-N-acetyl-2-deoxy- alpha -D-galactosamine;W-203270;Methyl-2-acetamido-2-deoxy-.alpha.-D-galactopyranoside

Chemical Property of alpha-Methyl-N-acetyl-D-galactosamine

Chemical Property:

• Melting Point: 217-219°C
• Boiling Point: 525.5±50.0 °C(Predicted)
• PKA: 12.98±0.70(Predicted)
• PSA: 111.74000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: -1.58320
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 235.10558726
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

98%Min ^*data from raw suppliers

MethylN-Acetyl-2-deoxy-α-D-galactosamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC)CO)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1OC)CO)O)O
• Uses: Methyl N-Acetyl-2-deoxy-α-D-galactosamine can be used for antibody to detect epiglycanin-?related glycoproteins in body fluids of cancer patients.

Technology Process of alpha-Methyl-N-acetyl-D-galactosamine

There total 21 articles about alpha-Methyl-N-acetyl-D-galactosamine 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: 100.0%

methanol (67-56-1) + N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) → methyl N-acetyl-D-glucosamine (3055-46-7,3946-01-8,5627-24-7,6082-04-8,6082-22-0,17327-09-2,22256-76-4,32087-35-7,32087-36-8,95341-97-2,114029-61-7,114612-10-1,114612-13-4,116559-74-1)

Guidance literature:

With acetyl chloride; for 23h;

DOI:10.1039/b309715n

Reference yield: 88.0%

methanol (67-56-1) + N-acetyl-D-galactosamine (72-87-7,1136-42-1,1136-44-3,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4,6082-29-7) → methyl α-D-N-acetylgalactosamine (6082-22-0)

Guidance literature:

With Dowex 50W-X₈ (H+ form); for 24h; Heating;

DOI:10.1039/P19960000581

Reference yield: 65.6%

methanol (67-56-1) + N-Acetylgalactosamine → N-((2S,3S,4S,5R,6S)-4,5-Dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-acetamide (3055-46-7,3946-01-8,5627-24-7,6082-04-8,6082-22-0,17327-09-2,22256-76-4,32087-35-7,32087-36-8,95341-97-2,114029-61-7,114612-10-1,114612-13-4,116559-74-1)

Guidance literature:

With 701 strong acid resin; In Petroleum ether; Reflux;

upstream raw materials:

methanol

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

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

N-acetyl-D-galactosamine

Downstream raw materials:

methyl 2-acetamido-2-deoxy-6-O-trityl-D-glucopyranoside

methyl 2-acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-α-D-galactopyranoside

((2R,3S,4R,5R,6S)-5-acetamido-3,4-dihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Refernces

• 1、 Bouchard, Megan,Tremblay, Thomas,Paré-Lacroix, Marie-Pier,Gagné-Boulet, Mathieu,Fortin, Sébastien,Giguère, Denis. "Synthetic development of sugar amino acid oligomers towards novel podophyllotoxin analogues". . . Retrieved 2021/11/30.
• 2、 Lim, David,Fairbanks, Antony J.. "Selective anomeric acetylation of unprotected sugars in water". . p. 1896 - 1900. Retrieved 2017/03/09.