N-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-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-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS No.: 7699-38-9
• Molecular Formula: C30H44N4O18
• Molecular Weight: 748.695
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID20399448
• Mol file: 7699-38-9.mol

Synonyms:7699-38-9;4-Nitrophenyl beta-D-N,N',N''-triacetylchitotriose;N-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide;DTXSID20399448;4-Nitrophenyl beta-D-N,N',N''-triacetylchitotriose, chitinase and lysozyme substrate;4-Nitrophenyl 2-acetamido-2-deoxyhexopyranosyl-(1->4)-2-acetamido-2-deoxyhexopyranosyl-(1->4)-2-acetamido-2-deoxyhexopyranoside

Chemical Property of N-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Chemical Property:

• Boiling Point: 1184.8oC at 760 mmHg
• Flash Point: 670.3oC
• PSA: 330.11000
• Density: 1.58g/cm3
• LogP: -3.45080
• Storage Temp.: 2-8°C
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 12
• Exact Mass: 748.26506057
• Heavy Atom Count: 52
• Complexity: 1220

Purity/Quality:

97% ^*data from raw suppliers

4-Nitrophenyl β-D-N,N′,N′′-triacetylchitotriose chitinase and lysozyme substrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC2C(OC(C(C2O)NC(=O)C)OC3C(OC(C(C3O)NC(=O)C)OC4=CC=C(C=C4)[N+](=O)[O-])CO)CO)CO)O)O
• Uses: 4-Nitrophenyl β-D-N,N′,N′′-triacetylchitotriose has been used as a substrate for determining the endochitinase activity of a novel protein isolated from the yam (Dioscorea opposita Thunb.) (DOI), enzyme activity of recombinant chitinase CvChi45.

Technology Process of N-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

There total 5 articles about N-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-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:

p-Nitrophenyl penta-N-acetyl-β-chitopentaoside (114882-45-0) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7699-38-9) + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7284-16-4) + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside + 4-nitrophenyl N-acetyl-β-D-glucosaminide (3459-18-5,50645-66-4)

Guidance literature:

at 40 ℃; for 0.0833333h; Product distribution; enzymatic hydrolysis using chitinase from Nocardia orientalis, pH 5.5; investigation of the series of compounds PNP-(GlcNAc)_n (n=2-4);

Reference yield:

4-nitrophenyl N-acetyl-β-D-glucosaminide (3459-18-5,50645-66-4) → p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7699-38-9) + N,N'-diacetylchitobiose (14200-67-0,18422-28-1,34147-27-8,35991-83-4,109957-89-3,109957-93-9,119719-43-6,125760-94-3,141725-02-2,145841-62-9,148682-80-8) + 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) + C22H31N3O13

Guidance literature:

With β-N-acetylhexosaminidase from Talaromyces flavus; In aq. phosphate buffer; at 35 ℃; for 6h; pH=5.0; Enzymatic reaction;

DOI:10.1002/adsc.201500075

Reference yield:

4-nitrophenyl N-acetyl-β-D-glucosaminide (3459-18-5,50645-66-4) → p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7699-38-9) + C22H31N3O13 + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:

With Y470F Mutant β-N-acetylhexosaminidase from Talaromyces flavus; In aq. phosphate buffer; at 35 ℃; for 6h; pH=5.0; Enzymatic reaction;

DOI:10.1002/adsc.201500075

upstream raw materials:

p-Nitrophenyl penta-N-acetyl-β-chitopentaoside

4-nitrophenyl N-acetyl-β-D-glucosaminide