2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester

Base Information

• Chemical Name: 2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester
• CAS No.: 1027169-65-8
• Molecular Formula: C₂₁H₂₈O₄S₂
• Molecular Weight: 408.583
• Mol file: 1027169-65-8.mol

Synonyms:

Chemical Property of 2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester

There total 2 articles about 2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester 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:

allyl bromide (106-95-6) + ethyl 2-{[bis(methylthio)methylene]acetyl}-3-(4-methoxyphenyl)cyclopropanecarboxylate (331278-51-4) → 2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester (1027169-65-8)

Guidance literature:

allyl bromide; With indium; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

ethyl 2-{[bis(methylthio)methylene]acetyl}-3-(4-methoxyphenyl)cyclopropanecarboxylate; In N,N-dimethyl-formamide; at 20 ℃; Further stages.;

DOI:10.1021/jo001488p

Reference yield:

(E)-5-(4-methoxyphenyl)-1,1-bis(methylthio)-penta-1,4-dien-3-one (89812-52-2) → 2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester (1027169-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃; NaOH / CHCl₃ / 30 h / Heating

2.1: In / dimethylformamide / 1 h / 20 °C

2.2: dimethylformamide / 20 °C

With indium; sodium hydroxide; potassium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jo001488p

Reference yield:

2-[1-(2,2-bis-methylsulfanyl-vinyl)-1-hydroxy-but-3-enyl]-3-(4-methoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester (1027169-65-8) → 2-carbethoxy-1-(4-methoxyphenyl)-7-(methylthio)indane

Guidance literature:

With boron trifluoride diethyl etherate; In benzene; for 3h; Heating;

DOI:10.1021/jo001488p

upstream raw materials:

allyl bromide

ethyl 2-{[bis(methylthio)methylene]acetyl}-3-(4-methoxyphenyl)cyclopropanecarboxylate

(E)-5-(4-methoxyphenyl)-1,1-bis(methylthio)-penta-1,4-dien-3-one