2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone

Base Information

• Chemical Name: 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone
• CAS No.: 616206-01-0
• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.44
• Mol file: 616206-01-0.mol

Synonyms:2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone

Chemical Property of 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone

There total 5 articles about 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone 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: 40.0%

1-methoxy-3-(methoxymethoxy)benzene (57234-28-3) + ((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-acetaldehyde (616206-00-9) → 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone (616206-01-0)

Guidance literature:

1-methoxy-3-(methoxymethoxy)benzene; ((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-acetaldehyde; With tert.-butyl lithium; In hexane; for 1h;

With 4 Angstroem MS; In dichloromethane; for 10h;

DOI:10.1016/S0040-4039(03)01754-4

Reference yield:

2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enylmethyl)-[1,3]dioxolane (616205-99-3) → 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone (616206-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 70 percent / HCl / tetrahydrofuran / 6 h / 20 °C

2.1: tBuLi / hexane / 1 h

2.2: 40 percent / pyridium dichromate; 4 Angstroem MS / CH₂Cl₂ / 10 h

With hydrogenchloride; tert.-butyl lithium; In tetrahydrofuran; hexane;

DOI:10.1016/S0040-4039(03)01754-4

Reference yield:

(2S,5S)-2-[1,3]Dioxolan-2-ylmethyl-5-isopropyl-2-methyl-cyclopentanone (616205-98-2) → 2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-1-(2-methoxy-6-methoxymethoxy-phenyl)-ethanone (616206-01-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / NaBH₄ / methanol / 0 °C

2.1: 50 percent / POCl₃ / pyridine / 2 h / 0 - 20 °C

3.1: 70 percent / HCl / tetrahydrofuran / 6 h / 20 °C

4.1: tBuLi / hexane / 1 h

4.2: 40 percent / pyridium dichromate; 4 Angstroem MS / CH₂Cl₂ / 10 h

With hydrogenchloride; sodium tetrahydroborate; tert.-butyl lithium; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; hexane;

DOI:10.1016/S0040-4039(03)01754-4

upstream raw materials:

1-methoxy-3-(methoxymethoxy)benzene

((S)-3-Isopropyl-1-methyl-cyclopent-2-enyl)-acetaldehyde

2-((S)-3-Isopropyl-1-methyl-cyclopent-2-enylmethyl)-[1,3]dioxolane

(2S,5S)-2-[1,3]Dioxolan-2-ylmethyl-5-isopropyl-2-methyl-cyclopentanone

Downstream raw materials:

Trifluoro-methanesulfonic acid 2-[2-((S)-3-isopropyl-1-methyl-cyclopent-2-enyl)-acetyl]-3-methoxy-phenyl ester