3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate

Base Information

• Chemical Name: 3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate
• CAS No.: 251637-43-1
• Molecular Formula: C₁₆H₂₄O₅S
• Molecular Weight: 328.43
• Mol file: 251637-43-1.mol

Synonyms:3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate

Chemical Property of 3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate

There total 2 articles about 3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate 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: 67.0%

3,4-dihydro-2H-pyran (110-87-2) + toluene-4-sulfonic acid 3-hydroxybutyl ester (59744-08-0) → 3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate (251637-43-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 24h;

DOI:10.1021/jo990720s

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate (251637-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 8.32 g / pyridine / 48 h / 0 °C

2: 67 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h

With pyridine; pyridinium p-toluenesulfonate; In dichloromethane; 1: Tosylation / 2: Addition;

DOI:10.1021/jo990720s

Reference yield:

3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butanol 4-methylbenzenesulfonate (251637-43-1) → 4-tetrahydropyranyloxy-1-pentyl tosylate

Guidance literature:

Multi-step reaction with 5 steps

1: dimethylformamide / Ambient temperature

2: aq. NaOH / 2-methoxy-ethanol / 48 h / Heating

3: diethyl ether

4: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

5: pyridine / 4 °C

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; In diethyl ether; 2-methoxy-ethanol; N,N-dimethyl-formamide;

upstream raw materials:

3,4-dihydro-2H-pyran

toluene-4-sulfonic acid 3-hydroxybutyl ester

p-toluenesulfonyl chloride