(2R,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester

Base Information

• Chemical Name: (2R,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester
• CAS No.: 103305-36-8
• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.323
• Mol file: 103305-36-8.mol

Synonyms:

Chemical Property of (2R,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester

There total 12 articles about (2R,3R)-2-Ethyl-4-methyl-3-phenyl-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:

2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid + methyl iodide (74-88-4) → (2S,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester (103305-36-8,103305-37-9) + (2R,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester (103305-36-8,103305-37-9)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 25 ℃; for 10h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo9614250

Reference yield:

2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid + methyl iodide (74-88-4) → (2S,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester (103305-36-8,103305-37-9) + (2R,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester (103305-36-8,103305-37-9)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 25 ℃; for 10h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo9614250

Reference yield:

2-methyl-3-phenyl-2-propen-1-yl tetrahydropyranyl ether (188115-58-4) → (2S,3R)-2-Ethyl-4-methyl-3-phenyl-pent-4-enoic acid methyl ester (103305-36-8,103305-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.098 g / TsOH*H₂O / methanol / 0.5 h / 25 °C

2: propionic acid / 2 h / 125 °C

With toluene-4-sulfonic acid; propionic acid; In methanol;

DOI:10.1021/jo9614250

upstream raw materials:

1,1,1-trimethoxybutane

(E)-3-phenyl-2-methyl-2-propenol

(Z)-3-phenyl-2-methyl-2-propenol

methyl iodide

Refernces

• 1、 Daub, William G.,Shanklin, Paula L.,Tata, Claudia. "Stereoselective Acid-Catalyzed Claisen Rearrangements". . p. 3402 - 3405. Retrieved 2007/10/02.