9-(tetrahydropyran-2-yl)oxynonyl tosylate

Base Information

• Chemical Name: 9-(tetrahydropyran-2-yl)oxynonyl tosylate
• CAS No.: 209474-75-9
• Molecular Formula: C₂₁H₃₄O₅S
• Molecular Weight: 398.564
• Mol file: 209474-75-9.mol

Synonyms:9-(tetrahydropyran-2-yl)oxynonyl tosylate

Chemical Property of 9-(tetrahydropyran-2-yl)oxynonyl tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(tetrahydropyran-2-yl)oxynonyl tosylate

There total 3 articles about 9-(tetrahydropyran-2-yl)oxynonyl tosylate 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%

9-<(2H-tetrahydropyran-2-yl)oxy>nonan-1-ol (98847-00-8) + p-toluenesulfonyl chloride (98-59-9) → 9-(tetrahydropyran-2-yl)oxynonyl tosylate (209474-75-9)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In acetonitrile;

DOI:10.1016/j.tetlet.2011.01.043

Reference yield:

1,9-Nonanediol (3937-56-2) → 9-(tetrahydropyran-2-yl)oxynonyl tosylate (209474-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / p-TsOH*H₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: pyridine / 12 h / 4 °C

With toluene-4-sulfonic acid; In pyridine; dichloromethane;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<981::AID-EJOC981>3.0.CO;2-3

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 9-(tetrahydropyran-2-yl)oxynonyl tosylate (209474-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / tetrahydrofuran / 60 °C

2: trimethylamine hydrochloride; triethylamine / acetonitrile

With pyridinium p-toluenesulfonate; trimethylamine hydrochloride; triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.tetlet.2011.01.043

upstream raw materials:

9-<(2H-tetrahydropyran-2-yl)oxy>nonan-1-ol

p-toluenesulfonyl chloride

1,9-Nonanediol

3,4-dihydro-2H-pyran

Downstream raw materials:

C₃₇H₅₉O₇P

C₂₉H₄₃O₇P

C₄₂H₆₇O₈P

C₃₄H₅₁O₈P

Refernces

• 1、 Domon, Kenji,Takikawa, Hirosato,Mori, Kenji. "Pheromone synthesis, CXCIV. - Synthesis of the enantiomers of (Z)-21- methyl-8-pentatriacontene, the major component of the female-produced contact sex pheromone of the yellow-spotted longicorn beetle, Psacothea hilaris". . p. 981 - 984. Retrieved 2007/10/03.