2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone

Base Information

• Chemical Name: 2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone
• CAS No.: 220312-30-1
• Molecular Formula: C₂₂H₂₅NO₂S
• Molecular Weight: 367.512
• Mol file: 220312-30-1.mol

Synonyms:2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone

Chemical Property of 2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone

There total 1 articles about 2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone 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: 57.0%

2-((E)-3-Phenylsulfanyl-allyl)-pyrrolidine + 2-(3-phenylsulfanyl-allyl)-pyrrolidine-1-carboxylic acid tert-butyl ester + 4-methoxyphenyl-acetic chloride (4693-91-8) → 2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone (220312-30-1)

Guidance literature:

2-(3-phenylsulfanyl-allyl)-pyrrolidine-1-carboxylic acid tert-butyl ester; With trimethylsilyl iodide; In acetonitrile;

2-((E)-3-Phenylsulfanyl-allyl)-pyrrolidine; 4-methoxyphenyl-acetic chloride; With triethylamine; In dichloromethane;

DOI:10.3987/COM-98-S(H)13

Reference yield: 81.0%

diphenyldisulfane (882-33-7) + 2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone (220312-30-1) → 2-[3-(phenylthio)prop-2-enyl]-N-[α-(p-methoxyphenyl)-α-(phenylthio)acetyl]pyrrolidine (220312-31-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.3987/COM-98-S(H)13

Reference yield:

2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone (220312-30-1) → 4-[7-methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl]phenol (26294-41-7,23506-90-3,31470-47-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / LDA / tetrahydrofuran

2: 65 percent / Bu₃SnH; AIBN / benzene / Heating

3: 77 percent / NaIO₄ / methanol; H₂O

4: 53 percent / chlorobenzene / 160 °C

5: 86 percent / LiAlH₄; AlCl₃ / tetrahydrofuran / Heating

6: 51 percent / BBr₃ / CH₂Cl₂

With sodium periodate; lithium aluminium tetrahydride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; boron tribromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; chlorobenzene; benzene; 1: Thioetherification / 2: Cyclization / 3: Oxidation / 4: Decomposition / 5: Reduction / 6: Demethylation;

DOI:10.3987/COM-98-S(H)13

upstream raw materials:

4-methoxyphenyl-acetic chloride

Downstream raw materials:

2-[3-(phenylthio)prop-2-enyl]-N-[α-(p-methoxyphenyl)-α-(phenylthio)acetyl]pyrrolidine

4-[7-methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl]phenol

6-(4-methoxyphenyl)-7-methyl-1,2,3,5,8,8a-hexahydroindolizine

6-(4-methoxyphenyl)-7-methyl-2,3,8,8a-tetrahydroindolizin-5(1H)-one