Piperlotine A

Base Information

• Chemical Name: Piperlotine A
• CAS No.: 389572-70-7
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Mol file: 389572-70-7.mol

Synonyms:

Chemical Property of Piperlotine A

Chemical Property:

• Melting Point: 117-118℃
• PSA: 29.54000
• LogP: 2.26870

Purity/Quality:

98%Min ^*data from raw suppliers

PiperlotineA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Piperlotine A

There total 4 articles about Piperlotine A 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: 79.0%

pyrrolidine (123-75-1) + (E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) → (E)-3-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)-prop-2-en-1-one (389572-70-7)

Guidance literature:

(E)-3-(4-methoxyphenyl)acrylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 0.5h;

pyrrolidine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo049893u

Reference yield: 60.0%

diethyl <2-oxo-2-(1-pyrrolidinyl)ethyl>phosphoante (66932-75-0) + 4-methoxy-benzaldehyde (123-11-5) → (E)-3-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)-prop-2-en-1-one (389572-70-7)

Guidance literature:

With potassium carbonate; In acetonitrile; Reflux;

DOI:10.1080/00397911.2018.1550204

Reference yield:

(E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) → (E)-3-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)-prop-2-en-1-one (389572-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pivaloyl chloride; Et₃N / tetrahydrofuran / 0.08 h / -15 °C

2: tetrahydrofuran / 0.58 h / -15 - 20 °C

With pivaloyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1002/hlca.200290012

upstream raw materials:

pyrrolidine

(E)-3-(4-methoxyphenyl)propenoyl chloride

(E)-3-(4-methoxyphenyl)acrylic acid

diethyl <2-oxo-2-(1-pyrrolidinyl)ethyl>phosphoante

Refernces

• 1、 Imashiro, Ritsuo,Seki, Masahiko. "A catalytic asymmetric synthesis of chiral glycidic acid derivatives through chiral dioxirane-mediated catalytic asymmetric epoxidation of cinnamic acid derivatives". . p. 4216 - 4226. Retrieved 2007/10/03.