N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Base Information

• Chemical Name: N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS No.: 53643-13-3
• Molecular Formula: C34H47N3O18
• Molecular Weight: 785.756
• Hs Code.: 29322090
• DSSTox Substance ID: DTXSID801206645
• Nikkaji Number: J783.811E
• Mol file: 53643-13-3.mol

Synonyms:53643-13-3;N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide;4-Methylumbelliferyl-N,N',N''-triacetyl-beta-chitotrioside;4-Methylumbelliferyl Beta-D-N,N',N"-Triacetylchitotrioside;4-Methylumbelliferyl N,N',N''-triacetyl-b-D-chitotrioside;4-methylumbelliferyl-beta-d-N,N',N''-triacetylchitotrioside;DTXSID801206645;AKOS015916493;PD044330;W-203018;4-Methyl-7-coumarinyl-tri-N-acetyl-beta-chitotrioside;4-Methylumbelliferyl beta -D-N,N',N''-triacetylchitotrioside;4-Methylumbelliferyl beta-D-N,N',N''-triacetylchitotrioside;4-Methylumbelliferyl beta-D-N,N',N''-triacetylchitotrioside, fluorogenic glycanase substrate

Chemical Property of N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Chemical Property:

• Melting Point: 256-257°C dec.
• PSA: 314.50000
• LogP: -3.46740
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Very Slightly, Heated, Sonicated), Methanol (Very Slightly)
• XLogP3: -5.1
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 12
• Exact Mass: 785.28546166
• Heavy Atom Count: 55
• Complexity: 1400

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)NC(=O)C)O)NC(=O)C)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[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C
• Uses: 4-Methylumbelliferyl β-D-N,N’,N”-Triacetylchitotrioside is a fluorogenic substrate of uniform, characterized structure for assays of lysozyme. A fluorogenic substrate of uniform, characterized structure for assays of lysozyme

Technology Process of N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

There total 4 articles about N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide 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: 80.0%

4-methylcoumarin-7-yloxy decaacetyl-β-chitotrioside (55900-35-1) → 4-methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside (53643-13-3)

Guidance literature:

With sodium methylate; In methanol; chloroform; at 5 ℃; for 16h;

Reference yield:

2-acetamido-4-O-(2-acetamido-4-O-<2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosylchloride (15503-93-2) → 4-methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside (53643-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 81.7 percent / dimethylformamide / 16 h / 5 °C

2: 80 percent / sodium methoxide / CHCl₃; methanol / 16 h / 5 °C

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

Reference yield:

(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranose (53942-45-3) → 4-methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside (53643-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 43.4 percent / hydrogen chloride / acetic acid; acetic anhydride / 48 h / Ambient temperature

2: 81.7 percent / dimethylformamide / 16 h / 5 °C

3: 80 percent / sodium methoxide / CHCl₃; methanol / 16 h / 5 °C

With hydrogenchloride; sodium methylate; In methanol; chloroform; acetic anhydride; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

4-methylcoumarin-7-yloxy decaacetyl-β-chitotrioside

2-acetamido-4-O-(2-acetamido-4-O-<2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosylchloride

(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranose

sodium 4-methylumbelliferonate

Downstream raw materials:

chitotriose

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

N,N'-diacetylchitobiose

N-[(2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Refernces