4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-

Base Information

• Chemical Name: 4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-
• CAS No.: 28564-83-2
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• European Community (EC) Number: 821-120-7
• UNII: RAE1LU40SR
• DSSTox Substance ID: DTXSID00880920
• Nikkaji Number: J101.368H
• Mol file: 28564-83-2.mol

Synonyms:2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one;DDMP-4-one

Chemical Property of 4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-

Chemical Property:

• Vapor Pressure: 0.000433mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 281.1 °C at 760 mmHg
• PKA: 9.30±0.40(Predicted)
• Flash Point: 121.7 °C
• PSA: 66.76000
• Density: 1.482 g/cm³
• LogP: -0.26390
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 194

Purity/Quality:

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

2,3-DIHYDRO-3,5-DIHYDROXY-6-METHYL-4(H)-PYRAN-4-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C(CO1)O)O
• Uses: 2,3-Dihydro-3,5-dihydroxy-6-methyl-4-pyrone is a new DNA strand-breaking substance. It induced DNA strand breaking in a dose- and time-dependent manner. It was active to break DNA strands at pH 7.4 and 9.4. It is a characteristic volatile product of the Maillard reaction

Technology Process of 4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-

There total 30 articles about 4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl- 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: 97.22%

2,3-dihydro-3-hydroxy-5-acetoxy-6-methyl-4H-pyran-4-one → 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (28564-83-2)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 10h;

Reference yield: 20.3%

D-Galactose (59-23-4) → 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (28564-83-2)

Guidance literature:

D-Galactose; With morpholine; In ethanol; at 60 ℃; for 3h;

With chloroacetic acid; In ethanol; at 75 ℃; for 30h;

Reference yield: 20.0%

piperidine (110-89-4) + 1-deoxy-D-erythro-2,3-hexodiulose → 4-hydroxy-2-(hydroxymethyl)-5-methyl-3(2H)-furanone (17678-20-5) + 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (28564-83-2) + piperidino-hexose-reductone (34421-11-9,39994-32-6)

Guidance literature:

In ethanol; water; acetic acid; at 75 ℃; for 20h; Heating;

DOI:10.1016/0008-6215(83)88110-5

upstream raw materials:

piperidine

alpha-D-glucopyranose

2.2-dimethylpropylamine

1-deoxy-1-(N-methylanilino)-D-fructose

Downstream raw materials:

LACTIC ACID

4-hydroxy-2-(hydroxymethyl)-5-methyl-3(2H)-furanone

erythrulose

glyceric acid

Refernces

• 1、 Huyghues-Despointes, Alexis,Yaylayan, Varoujan A.,Keyhani, Anahita. "Pyrolysis/GC/MS Analysis of 1--1-deoxy-D-fructose (Proline Amadori Compound)". . p. 2519 - 2524. Retrieved 1994.
• 2、 -. "Preparation method of 2, 3-dihydro-3, 5-dihydroxy-6-methyl-4H-pyran-4-one". Paragraph 0036-0038; 0045-0049. . Retrieved 2020/03/02.
• 3、 Kanzler, Clemens,Schestkowa, Helena,Haase, Paul T.,Kroh, Lothar W.. "Formation of Reactive Intermediates, Color, and Antioxidant Activity in the Maillard Reaction of Maltose in Comparison to d -Glucose". . p. 8957 - 8965. Retrieved 2017/10/17.