(S)-3-methylpentyl p-toluenesulfonate

Base Information

• Chemical Name: (S)-3-methylpentyl p-toluenesulfonate
• CAS No.: 244755-91-7
• Molecular Formula: C₁₃H₂₀O₃S
• Molecular Weight: 256.366
• Mol file: 244755-91-7.mol

Synonyms:(S)-3-methylpentyl p-toluenesulfonate

Chemical Property of (S)-3-methylpentyl p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-methylpentyl p-toluenesulfonate

There total 1 articles about (S)-3-methylpentyl p-toluenesulfonate 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: 88.0%

(S)-3-methyl-1-pentanol (42072-39-9) + p-toluenesulfonyl chloride (98-59-9) → (S)-3-methylpentyl p-toluenesulfonate (244755-91-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00607

Reference yield:

(S)-3-methylpentyl p-toluenesulfonate (244755-91-7) → (S)-4-methyl-hexanal-(2,4-dinitro-phenylhydrazone) (14093-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 18-crown-6 / tetrahydrofuran / 48 h / Heating

2: DIBAL-H / hexane; diethyl ether / 2 h / -78 °C

3: conc. sulfuric acid / H₂O; ethanol

With 18-crown-6 ether; sulfuric acid; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; ethanol; hexane; water;

DOI:10.1021/jo951895e

Reference yield:

(S)-3-methylpentyl p-toluenesulfonate (244755-91-7) → N-(2,4-Dinitro-phenyl)-N'-[(E)-(S)-6-methyl-oct-2-en-(Z)-ylidene]-hydrazine

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / 18-crown-6 / tetrahydrofuran / 48 h / Heating

2: DIBAL-H / hexane; diethyl ether / 2 h / -78 °C

3: CH₂Cl₂ / Ambient temperature

4: 97 percent / DIBAL-H / diethyl ether / 1) -78 deg C, 30 min; 2) 0 deg C, 30 min

5: pyridinium chlorochromate, silica gel / CH₂Cl₂ / 3 h / 25 °C

6: conc. H₂SO₄ / ethanol; H₂O

With 18-crown-6 ether; sulfuric acid; silica gel; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water;

DOI:10.1021/jo951895e

upstream raw materials:

(S)-3-methyl-1-pentanol

p-toluenesulfonyl chloride

Downstream raw materials:

(S)-(+)-1-bromo-3-methylpentane

(S)-8-methyl-1-decene

(S)-4-methyl-hexanal-(2,4-dinitro-phenylhydrazone)