Propanedioic acid, 3-butenyl-2-propenyl-, diethyl ester

Base Information

• Chemical Name: Propanedioic acid, 3-butenyl-2-propenyl-, diethyl ester
• CAS No.: 51481-46-0
• Molecular Formula: C14H22O4
• Molecular Weight: 254.326
• Mol file: 51481-46-0.mol

Synonyms:

Chemical Property of Propanedioic acid, 3-butenyl-2-propenyl-, diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanedioic acid, 3-butenyl-2-propenyl-, diethyl ester

There total 1 articles about Propanedioic acid, 3-butenyl-2-propenyl-, diethyl 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: 29.0%

(2-propenyl)propanedioic acid diethyl ester (2049-80-1) + 4-iodobut-1-ene (7766-51-0) → 2-allyl-2-but-3-enyl-malonic acid diethyl ester (51481-46-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.01.097

Reference yield: 100.0%

2-allyl-2-but-3-enyl-malonic acid diethyl ester (51481-46-0) → cyclohex-3-ene-1,1-dicarboxylic acid diethyl ester (38511-09-0)

Guidance literature:

Cl₂Ru(PCy₃)2(3-phenylindenylidene); In dichloromethane; at 25 ℃; for 0.25h;

DOI:10.1002/chem.200700256

Reference yield:

2-allyl-2-but-3-enyl-malonic acid diethyl ester (51481-46-0) → (3SR,4RS)-3,4-dihydroxycyclohexane-1,1-dicarboxylic acid diethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: Grubbs' first generation catalyst / CH₂Cl₂ / 1 h / Heating

2: 100 mg / YBCl₃*6H₂O; NaIO₄ / Grubbs' first generation catalyst / acetonitrile; ethyl acetate; H₂O / 0.33 h / 0 °C

With sodium periodate; ytterbium(III) chloride; Grubbs catalyst first generation; In dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1002/anie.200503552

upstream raw materials:

(2-propenyl)propanedioic acid diethyl ester

4-iodobut-1-ene

Downstream raw materials:

cyclohex-3-ene-1,1-dicarboxylic acid diethyl ester

2-Allyl-2-but-3-enyl-N,N'-diphenyl-malonamide

Cyclopent-3-ene-1,1-dicarboxylic acid diethyl ester

diethyl cyclohexane-1,1-dicarboxylate