tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate

Base Information

• Chemical Name: tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate
• CAS No.: 1173088-48-6
• Molecular Formula: C₂₄H₃₁ClO₃S
• Molecular Weight: 435.027
• Mol file: 1173088-48-6.mol

Synonyms:tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate

Chemical Property of tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate

There total 1 articles about tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate 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: 99.0%

tert-butyl 4-phenylbutanoate (16537-11-4) + 1-chlorovinyl p-tolyl sulfoxide (184705-48-4) + methyl iodide (74-88-4) → tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate (1173088-48-6)

Guidance literature:

tert-butyl 4-phenylbutanoate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃;

1-chlorovinyl p-tolyl sulfoxide; In tetrahydrofuran; hexane; at -78 ℃;

methyl iodide; In tetrahydrofuran; hexane; for 0.0833333h;

DOI:10.1055/s-0028-1088019

Reference yield: 91.0%

tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate (1173088-48-6) → 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoic acid (1173088-49-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0028-1088019

Reference yield:

tert-butyl 4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoate (1173088-48-6) → 5-methyl-3-(2-phenylethyl)-5-(p-tolylsulfanyl)dihydrofuran-2-one (1320211-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 24 h / 20 °C

2: trifluoroacetic anhydride; sodium iodide / acetonitrile / -40 °C

With trifluoroacetic acid; trifluoroacetic anhydride; sodium iodide; In acetonitrile; 2: Pummerer type cyclization;

DOI:10.1055/s-0030-1259987

upstream raw materials:

tert-butyl 4-phenylbutanoate

1-chlorovinyl p-tolyl sulfoxide

methyl iodide

Downstream raw materials:

4-chloro-2-(2-phenylethyl)-4-(p-tolylsulfinyl)pentanoic acid

5-methyl-3-(2-phenylethyl)-5-(p-tolylsulfanyl)dihydrofuran-2-one

5-methyl-3-(2-phenethyl)-5H-furan-2-one