2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester

Base Information

• Chemical Name: 2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester
• CAS No.: 851762-27-1
• Molecular Formula: C₂₂H₂₄O₄S
• Molecular Weight: 384.496
• Mol file: 851762-27-1.mol

Synonyms:2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester

Chemical Property of 2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester

There total 2 articles about 2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl 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: 62.0%

3-chloro-2-phenylprop-1-ene (3360-52-9) + methyl 2-(toluene-4-sulfonyl)pent-4-enoate (71512-25-9) → 2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester (851762-27-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2005.02.105

Reference yield:

methyl 2-(p-tolylsulfonyl)acetate (50397-64-3) → 2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester (851762-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / DBU; n-Bu₄NI / dimethylformamide / 20 °C

2: 62 percent / NaH; Pd(PPh₃)4 / tetrahydrofuran / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.02.105

Reference yield: 77.0%

2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester (851762-27-1) → 4-oxo-2-(2-oxo-ethyl)-4-phenyl-2-(toluene-4-sulfonyl)-butyric acid methyl ester (851762-39-5)

Guidance literature:

2-allyl-4-phenyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester; With ozone; In methanol; dichloromethane; at 0 ℃;

With triphenylphosphine; In methanol; dichloromethane; at 0 - 20 ℃; for 19h;

DOI:10.1016/j.tetlet.2005.02.105

upstream raw materials:

3-chloro-2-phenylprop-1-ene

methyl 2-(toluene-4-sulfonyl)pent-4-enoate

methyl 2-(p-tolylsulfonyl)acetate

Downstream raw materials:

4-oxo-2-(2-oxo-ethyl)-4-phenyl-2-(toluene-4-sulfonyl)-butyric acid methyl ester

2-phenylisonicotinic acid methyl ester