2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester

Base Information

• Chemical Name: 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester
• CAS No.: 175025-41-9
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.428
• Mol file: 175025-41-9.mol

Synonyms:2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester

Chemical Property of 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester

There total 5 articles about 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid 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: 49.0%

[(Z)-1-(3-Methoxymethoxy-prop-1-ynyl)-but-1-en-3-ynyl]-benzene (175025-39-5) + Diethyl ketomalonate (609-09-6) → 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester (175025-41-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4039(95)02285-6

Reference yield:

methoxy(prop-2-yn-1-yloxy)methane (17869-81-7) → 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester (175025-41-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / nBuLi / tetrahydrofuran / -78 °C

2: 96 percent / Zn / tetrahydrofuran / 25 °C

3: 94 percent / MsCl, Et₃N / CH₂Cl₂ / 0 °C

4: 49 percent / nBuLi / tetrahydrofuran / -78 °C

With n-butyllithium; methanesulfonyl chloride; triethylamine; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(95)02285-6

Reference yield:

benzoyl chloride (98-88-4) → 2-Hydroxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester (175025-41-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / nBuLi / tetrahydrofuran / -78 °C

2: 96 percent / Zn / tetrahydrofuran / 25 °C

3: 94 percent / MsCl, Et₃N / CH₂Cl₂ / 0 °C

4: 49 percent / nBuLi / tetrahydrofuran / -78 °C

With n-butyllithium; methanesulfonyl chloride; triethylamine; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(95)02285-6

upstream raw materials:

[(Z)-1-(3-Methoxymethoxy-prop-1-ynyl)-but-1-en-3-ynyl]-benzene

Diethyl ketomalonate

methoxy(prop-2-yn-1-yloxy)methane

benzoyl chloride

Downstream raw materials:

2-Methoxy-2-((Z)-7-methoxymethoxy-4-phenyl-hept-3-ene-1,5-diynyl)-malonic acid diethyl ester