5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one

Base Information

• Chemical Name: 5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one
• CAS No.: 65712-87-0
• Molecular Formula: C6H10O3
• Molecular Weight: 130.1418
• Mol file: 65712-87-0.mol

Synonyms:1-methoxydihydropyrane;5,6-Dhmpo;5,6-Dihydro-6-methoxy-2H-pyran-3(4H)-one;6-methoxydihydropyran-3-one;5,6-Dihydro-6-methoxy-2H-pyran-3(4H)-on;6-methoxydihydro-2h-pyran-3(4h)-one;Methyl-2,3-didesoxy-(1S)-DL-pentapyranosid-4-ulose;6-methoxytetrahydropyran-3-one;

Chemical Property of 5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one

Chemical Property:

• Vapor Pressure: 0.213mmHg at 25°C
• Boiling Point: 208.5°Cat760mmHg
• Flash Point: 70.1°C
• PSA: 35.53000
• Density: 1.08g/cm³
• LogP: 0.33840

Purity/Quality:

99% ^*data from raw suppliers

6-METHOXYDIHYDRO-2H-PYRAN-3(4H)-ONE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one

There total 6 articles about 5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one 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: 96.0%

6-methoxy-2H-pyran-3(6H)-one (60249-17-4) → 5,6-Dihydro-6-methoxy-2H-pyran-3(4H)-on (65712-87-0)

Guidance literature:

With hydrogen; palladium;

Reference yield: 87.0%

6(R)-methoxy-3(S)-hydroxy-tetrahydro-2H-pyran (28194-32-3) → 5,6-Dihydro-6-methoxy-2H-pyran-3(4H)-on (65712-87-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1039/P19910002597

Reference yield: 81.0%

(R)-6-Methoxy-tetrahydro-pyran-3-ol → 5,6-Dihydro-6-methoxy-2H-pyran-3(4H)-on (65712-87-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 24h;

DOI:10.1021/ja993366o

upstream raw materials:

2,5-dimethoxy-2,3,4,5-tetrahydrofurfuryl alcohol

6-methoxy-2H-pyran-3(6H)-one

6(R)-methoxy-3(S)-hydroxy-tetrahydro-2H-pyran

2-methoxy-3,4-dihydro-2H-pyran

Downstream raw materials:

N-Cyclohexyl-5,6-dihydro-6-methoxy-2H-pyran-3(4H)-imin

C₁₃H₁₈N₂O₄S

3,4-Dihydro-2-methoxy-10-phenyl-2H-pyrano<3,2-b>chinolin

1-methoxy-4-phenethylenetetrahydropyran

Refernces

5,6-Dihydro-6-methocy-2H-pyrane-3(4H)-one, a building block for the syntheses of CNS-Agents(1))

10.1002/ardp.19903230704

The research focuses on the synthesis and evaluation of 5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one derivatives as potential central nervous system (CNS) agents. The purpose of the study was to explore the stimulating effects of phenyl-pyranyl-piperidin derivative 5, which was prepared from the title compound 2, and to investigate its potential applications in the synthesis of CNS-active compounds. The research concluded that derivative 5 exhibited a strong stimulating effect in animal tests and showed pain-relieving effects comparable to tramadol in the Writhing Test at relatively low doses, without being antagonized by naloxone. The study also explored the regioselective reactions of compound 2 with various amino-phenylcarbonyl derivatives and phenylhydrazine, leading to the formation of different annulated pyranes.

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