4-Methoxy-3,6-dihydro-2H-pyran

Base Information

• Chemical Name: 4-Methoxy-3,6-dihydro-2H-pyran
• CAS No.: 17327-22-9
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2932999099
• European Community (EC) Number: 241-348-5
• DSSTox Substance ID: DTXSID20169567
• Nikkaji Number: J149.879G
• Wikidata: Q72465494
• Mol file: 17327-22-9.mol

Synonyms:4-Methoxy-3,6-dihydro-2H-pyran;17327-22-9;5,6-Dihydro-4-methoxy-2H-pyran;2H-Pyran, 3,6-dihydro-4-methoxy-;3,6-Dihydro-4-methoxy-2H-pyran;EINECS 241-348-5;2H-Pyran,3,6-dihydro-4-methoxy-;4-Methoxy-5,6-dihydropyran;SCHEMBL266354;DTXSID20169567;AMY33855;MFCD00006570;4-Methoxy-3,6-dihydro-2H-pyran #;AKOS015852298;PB24535;4-METHOXY-5,6-DIHYDRO-2H-PYRAN;5,6-Dihydro-4-methoxy-2H-pyran, 95%;AS-41810;BP-21361;CS-0172652;FT-0637529;EN300-216076;W-206051

Chemical Property of 4-Methoxy-3,6-dihydro-2H-pyran

Chemical Property:

• Vapor Pressure: 3.07mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 160.7 °C at 760 mmHg
• Flash Point: 46.7 °C
• PSA: 18.46000
• Density: 0.99 g/cm³
• LogP: 0.93700
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 96.7

Purity/Quality:

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

4-Methoxy-3,6-dihydro-2H-pyran ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CCOCC1
• Uses: 5,6-Dihydro-4-methoxy-2H-pyran was used in solid-phase synthesis of series of oligoribonucleotides. It was also used as reagent for the protection of chiral alcohols.

Technology Process of 4-Methoxy-3,6-dihydro-2H-pyran

There total 3 articles about 4-Methoxy-3,6-dihydro-2H-pyran 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: 86.0%

4,4-dimethoxytetrahydro-4H-pyran (28218-71-5) → 4-methoxy-2,6-dihydropyran (17327-22-9)

Guidance literature:

4,4-dimethoxytetrahydro-4H-pyran; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 1h;

With pyridine; potassium hydroxide; In dichloromethane; at -78 - 20 ℃; for 1.33333h; Further stages.;

DOI:10.1016/j.tetlet.2008.01.039

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 4-methoxy-2,6-dihydropyran (17327-22-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; titanium tetrachloride / 10 h / 20 °C

2.1: pyridine; titanium tetrachloride / dichloromethane / 1 h

2.2: 1 h / 100 °C

With pyridine; titanium tetrachloride; triethylamine; In dichloromethane;

Reference yield:

→ 4-methoxy-2,6-dihydropyran (17327-22-9)

Guidance literature:

DOI:10.1021/ja00989a059 DOI:10.1016/S0040-4020(01)98779-4

upstream raw materials:

4,4-dimethoxytetrahydro-4H-pyran

Tetrahydro-4H-pyran-4-one

Downstream raw materials:

3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine

1-O-(tert-butyldiphenylsilyl)-4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

3-O-(tert-butyldiphenylsilyl)-6-O-(4-methoxytetrahydropyran-4-yl)-1,2:4,5-di-O-isopropylidene-D-myo-inositol

1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-2-O-(4-methoxytetrahydropyran-4-yl)-β-D-arabino-pentofuranosyl>uracil

Refernces

• 1、 -. "CHEMOKING RECEPTOR ANTAGONISTS". Page/Page column 223. . Retrieved 2013/03/26.
• 2、 -. "Process for synthetizing polyoxyalkyleneglycol-mono-ethers". . . Retrieved 2008/06/13.