2-Deoxy-2-[(1-hydroxybutylidene)amino]hexopyranose

Base Information

• Chemical Name: 2-Deoxy-2-[(1-hydroxybutylidene)amino]hexopyranose
• CAS No.: 15961-60-1
• Molecular Formula: C10H19 N O6
• Molecular Weight: 249.261
• NSC Number: 20599
• DSSTox Substance ID: DTXSID40936137
• Mol file: 15961-60-1.mol

Synonyms:15961-60-1;Oprea1_099434;SCHEMBL5158214;DTXSID40936137;NSC20599;NSC-20599;SB48041;2-Deoxy-2-[(1-hydroxybutylidene)amino]hexopyranose

Chemical Property of 2-Deoxy-2-[(1-hydroxybutylidene)amino]hexopyranose

Chemical Property:

• Vapor Pressure: 7.26E-16mmHg at 25°C
• Boiling Point: 580°Cat760mmHg
• Flash Point: 304.5°C
• Density: 1.38g/cm³
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 249.12123733
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC1C(C(C(OC1O)CO)O)O

Technology Process of 2-Deoxy-2-[(1-hydroxybutylidene)amino]hexopyranose

There total 9 articles about 2-Deoxy-2-[(1-hydroxybutylidene)amino]hexopyranose 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: 98.0%

2-deoxy-2-amino glucose (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8) + 2,5-dioxopyrrolidin-1-yl butyrate (70741-39-8) → N-(2,4,5-trihydroxy-6-hydroxymethyl-tetrahydropyran-3-yl)butyramide (6857-22-3,15961-60-1,5441-12-3)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 6h;

DOI:10.1039/c6gc02910h

Reference yield: 87.0%

butanoic acid anhydride (106-31-0) + (+)-D-glucosamine hydrochloride (1078691-95-8) → N-(2,4,5-trihydroxy-6-hydroxymethyl-tetrahydropyran-3-yl)butyramide (6857-22-3,15961-60-1,5441-12-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1039/b703519e

Reference yield: 35.0%

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) + butyric acid (107-92-6) → N-butyryl β-glucosamine (6857-22-3) + N-butyryl α-glucosamine (15961-60-1)

Guidance literature:

With chitin de-N-acetylase from Cyclobacterium marinum; In aq. phosphate buffer; at 37 ℃; for 20h; pH=8; Enzymatic reaction;

DOI:10.1002/anie.201914338

upstream raw materials:

butanoic acid anhydride

D-glucosamine hydrochloride

N-Acetyl-D-glucosamine

butyric acid

Downstream raw materials:

4,6-O-benzalidene-2-N-butyryl-D-glucosamine