N-Acetyl-D-glucosaminitol

Base Information

• Chemical Name: N-Acetyl-D-glucosaminitol
• CAS No.: 4271-28-7
• Molecular Formula: C8H17NO6
• Molecular Weight: 223.22
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID40962638,DTXSID901045941
• Nikkaji Number: J740.213I
• Wikidata: Q27145189
• Metabolomics Workbench ID: 93710
• Mol file: 4271-28-7.mol

Synonyms:(NAG)3;2-acetamido-2-deoxy-D-glucitol;2-acetamido-2-deoxyglucitol;N-acetylglucosamine trimer;N-acetylglucosaminitol;N-acetylglucosaminitol hexamer;N-acetylglucosaminitol trimer

Chemical Property of N-Acetyl-D-glucosaminitol

Chemical Property:

• Vapor Pressure: 5.08E-20mmHg at 25°C
• Boiling Point: 656.5 °C at 760 mmHg
• Flash Point: 350.8 °C
• PSA: 130.25000
• Density: 1.434 g/cm³
• LogP: -3.05070
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 223.10558726
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-D-glucosaminitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CO)C(C(C(CO)O)O)O
• Isomeric SMILES: CC(=O)N[C@@H](CO)[C@H]([C@@H]([C@@H](CO)O)O)O

Technology Process of N-Acetyl-D-glucosaminitol

There total 22 articles about N-Acetyl-D-glucosaminitol 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: 65.0%

N-acetyl-D-glucosamine (14131-68-1) → 2-acetylamino-2-deoxy-D-glucitol (4271-28-7)

Guidance literature:

With ruthenium-carbon composite; hydrogen; In water; at 80 ℃; for 1h; under 30003 Torr;

DOI:10.1039/d1gc02193a

Reference yield: 52.0%

chitin (1398-61-4) → 2-acetylamino-2-deoxy-D-glucitol (4271-28-7)

Guidance literature:

chitin; With sulfuric acid; In water; at 53.84 ℃; for 6h; Milling;

With sulfuric acid; In water; at 174.84 ℃; pH=2; Autoclave;

In water; at 119.84 ℃; for 2h; under 30003 Torr; pH=3; Reagent/catalyst; pH-value; Temperature; Catalytic behavior; Kinetics; Autoclave;

DOI:10.1039/c7gc01063j

Reference yield: 19.0%

chitin (1398-61-4) → N-acetyl-D-glucosamine (14131-68-1) + 2-acetylamino-2-deoxy-D-glucitol (4271-28-7)

Guidance literature:

chitin; With sulfuric acid; In water; at 53.84 ℃; for 6h; Milling;

With 5% ruthenium on zirconium oxide; sulfuric acid; hydrogen; In water; at 179.84 ℃; under 30003 Torr; pH=2; Autoclave;

DOI:10.1039/c7gc01063j

upstream raw materials:

2-acetamido-2-deoxy-D-glucose

2-acetamido-2-deoxy-D-glucitol pentaacetate

barium methoxide

N-acetyl-D-glucosamine

Downstream raw materials:

2-amino-2-deoxy-D-glucitol

2-acetamido-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-glucitol

3,6-anhydro-ADS

2-acetamido-3,4,5,6-tetra-O-acetyl-2-deoxy-D-glucose N,N'-diphenylformazan

Refernces

• 1、 Yang, Cheng,Sagawa, Takuya,Fukuoka, Atsushi,Kobayashi, Hirokazu. "Characteristic activity of phosphorous acid in the dehydration condensation of a chitin-derived nitrogen-containing sugar alcohol". . p. 7228 - 7234. Retrieved 2021/09/28.
• 2、 Ezure, Yohji,Maruo, Shigeaki,Miyazaki, Katsunori,Seto, Takashi,Yamada, Naoyoshi,et al.. "Isolation of 2-Amino-2-deoxy-D-mannitol from Culture Broth of Streptomyces species". . p. 1421 - 1422. Retrieved 2007/10/02.