4-Methylumbelliferyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside

Base Information

• Chemical Name: 4-Methylumbelliferyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside
• CAS No.: 80265-04-9
• Molecular Formula: C18H21NO8
• Molecular Weight: 379.367
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID50559199
• Nikkaji Number: J1.301.062E
• Wikidata: Q82441845
• Mol file: 80265-04-9.mol

Synonyms:4-methylumbelliferyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside;4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside;4-methylumbelliferyl-N-acetyl-beta-D-glucosaminide;4-methylumbelliferyl-N-acetyl-beta-glucosamine;4-methylumbelliferyl-N-acetylglucosaminide;4-MU-Glc-NAc;4-MUAG;MUABG

Chemical Property of 4-Methylumbelliferyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside

Chemical Property:

• Appearance/Colour: Off White Solid
• Melting Point: 224-225 °C
• Boiling Point: 732.169 °C at 760 mmHg
• PKA: 12.87±0.70(Predicted)
• Flash Point: 396.601 °C
• PSA: 138.46000
• Density: 1.48 g/cm³
• LogP: -0.18520
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Heated)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 379.12671663
• Heavy Atom Count: 27
• Complexity: 608

Purity/Quality:

99% ^*data from raw suppliers

4-Methylumbelliferyl 2-Acetamido-2-deoxy-a-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)NC(=O)C
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)C
• Uses: 4-MethyluMbelliferyl 2-AcetaMido-2-deoxy-α-D-glucopyranoside is used as a fluorogenic substrate for assays of N-Acetyl-a-D-glucosaminidase. Can be used for Sanfilippo B Syndrome A fluorogenic substrate for assays of N-Acetyl-a-D-glucosaminidase. Can be used for Sanfilippo B Syndrome.

Technology Process of 4-Methylumbelliferyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside

There total 6 articles about 4-Methylumbelliferyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside 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: 75.0%

4-methylumbelliferyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside (80265-03-8) → 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-glucopyranoside (80265-04-9)

Guidance literature:

With sodium methylate; In methanol; chloroform; for 0.05h; Heating;

DOI:10.1016/S0008-6215(00)84698-4

Reference yield:

dimeric 3,4,6-tri-O-acetyl-2-deoxy-2-nitroso-α-D-glucopyranosyl chloride (48192-76-3) → 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-glucopyranoside (80265-04-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 18 percent / dimethylformamide / 120 h / Ambient temperature

2: 1.93 g / pyridine / 24 h / Ambient temperature

3: 1M borane / various solvent(s) / 1.) -5 deg C, 5 min, 2.) room temp., 24 h

4: 0.51 g / pyridine / 24 h / Ambient temperature

5: 75 percent / 3M sodium methoxide / CHCl₃; methanol / 0.05 h / Heating

With pyridine; borane; sodium methylate; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)84698-4

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-glucopyranoside (80265-04-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 18 percent / dimethylformamide / 120 h / Ambient temperature

2: 1.93 g / pyridine / 24 h / Ambient temperature

3: 1M borane / various solvent(s) / 1.) -5 deg C, 5 min, 2.) room temp., 24 h

4: 0.51 g / pyridine / 24 h / Ambient temperature

5: 75 percent / 3M sodium methoxide / CHCl₃; methanol / 0.05 h / Heating

With pyridine; borane; sodium methylate; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)84698-4

upstream raw materials:

4-methylumbelliferyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

dimeric 3,4,6-tri-O-acetyl-2-deoxy-2-nitroso-α-D-glucopyranosyl chloride

7-hydroxy-4-methyl-chromen-2-one

Acetic acid (2R,3S,4R,5R,6R)-4-acetoxy-2-acetoxymethyl-5-amino-6-(4-methyl-2-oxo-2H-chromen-7-yloxy)-tetrahydro-pyran-3-yl ester

Downstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

N-Acetyl-D-glucosamine

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 80265-04-9 4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE

Send

Send

Metric Ton KG G Pound L ML

Send

Send