2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one

Base Information

• Chemical Name: 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one
• CAS No.: 128192-01-8
• Molecular Formula: C₁₇H₂₀OS
• Molecular Weight: 272.411
• Mol file: 128192-01-8.mol

Synonyms:2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one

Chemical Property of 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one

There total 5 articles about 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-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: 42.0%

(phenylthio)methyllithium (13307-75-0) + (Z)-2-Chloro-2-isopropenyl-hept-4-enoic acid ethyl ester (128191-93-5) → 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one (128192-01-8)

Guidance literature:

DOI:10.1021/jo00305a028

Reference yield:

ethyl 2-chloro-3-methylbut-3-enoate (127229-65-6) → 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one (128192-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KN(TMS)2 / 2.) HMPA

2: 42 percent

With potassium hexamethylsilazane;

DOI:10.1021/jo00305a028

Reference yield:

ethyl 3-methylbut-2-enoate (638-10-8) → 2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one (128192-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Ca(OCl)2, AcOH / CH₂Cl₂

2: 78 percent / KN(SiMe₃)2, hexamethylphosphoric triamide (HMPA) / tetrahydrofuran

3: 46 percent / n-BuLi, tetramethylethylenediamine (TMEDA) / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; calcium hypochlorite; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium hexamethylsilazane; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39900000684

upstream raw materials:

(phenylthio)methyllithium

(Z)-2-Chloro-2-isopropenyl-hept-4-enoic acid ethyl ester

ethyl 2-chloro-3-methylbut-3-enoate

cis-2-penten-1-ol

Downstream raw materials:

cis-jasmone