7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester

Base Information

• Chemical Name: 7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester
• CAS No.: 159500-37-5
• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.359
• Mol file: 159500-37-5.mol

Synonyms:

Chemical Property of 7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester

There total 1 articles about 7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol 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: 43.0%

piperonal (120-57-0,30024-74-9) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + trimethyleneglycol (504-63-2) → 7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester (159500-37-5)

Guidance literature:

With boron trifluoride; In diethyl ether;

DOI:10.1016/0031-9422(95)00077-K

Reference yield:

7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester (159500-37-5) → 7-(3',4'-methylenedioxyphenyl)-2-phenylselenyl-6E-heptenoic acid pyrrolidylamide

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Sn2 / tetrahydrofuran; hexane / 3 h / Ambient temperature

2: 79 percent Turnov_. / LDA / tetrahydrofuran; heptane / 1 h / -78 °C

With bis(bis(trimethylsilyl)amido)tin(II); lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane;

DOI:10.1016/0031-9422(95)00077-K

Reference yield:

7-(3',4'-methylenedioxyphenyl)-E-6-heptenoic acid propylene glycol ester (159500-37-5) → retrofractamide B (54794-74-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / lithium aluminum hydride / tetrahydrofuran / 1.5 h / Ambient temperature

2: 78 percent / Swern reagent

3: 84 percent / 2.5 M n-butyllithium in hexane / tetrahydrofuran / 0.17 h / -78 °C / 45 min to room temperature

4: 86 percent / aqueous LiOH / acetone / 1.5 h / Heating

5: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂

With lithium hydroxide; lithium aluminium tetrahydride; swern reagent; butyllithium; 1,1'-carbonyldiimidazole; In tetrahydrofuran; acetone;

DOI:10.1016/S0040-4020(01)89414-X

upstream raw materials:

piperonal

cyclohexanone

trimethyleneglycol

Downstream raw materials:

retrofractamide B