(R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate

Base Information

• Chemical Name: (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate
• CAS No.: 1412280-87-5
• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.364
• Mol file: 1412280-87-5.mol

Synonyms:(R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate

Chemical Property of (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate

There total 4 articles about (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate 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: 99.0%

(R)-6-((R)-3-hydroxy-4-methylpent-4-enyl)-3-methoxy-6-methylcyclohex-2-enone (1412280-84-2) + acetic anhydride (108-24-7) → (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate (1412280-87-5)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/c2ob26532j

Reference yield:

6-[3'-hydroxy-4'-methylpent-4'-en-1'-yl]-3-methoxycyclohex-2-en-1-one (1312767-99-9) → (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate (1412280-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; dimethylsulfide borane complex / dichloromethane; toluene / 10.75 h / -78 - -70 °C

3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.58 h / -78 °C

3.2: 2 h / -78 - 0 °C

4.1: dmap / dichloromethane / 1 h / 20 °C

With dmap; dimethylsulfide borane complex; Dess-Martin periodane; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; toluene;

DOI:10.1039/c2ob26532j

Reference yield:

C13H20O3 (1412280-81-9) → (R)-5-((R)-4-methoxy-1-methyl-2-oxocyclohex-3-enyl)-2-methylpent-1-en-3-yl acetate (1412280-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.58 h / -78 °C

1.2: 2 h / -78 - 0 °C

2.1: dmap / dichloromethane / 1 h / 20 °C

With dmap; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene;

DOI:10.1039/c2ob26532j

upstream raw materials:

6-[3'-hydroxy-4'-methylpent-4'-en-1'-yl]-3-methoxycyclohex-2-en-1-one

3-methoxy-6-(4-methyl-3-oxopent-4-enyl)cyclohex-2-enone

C₁₃H₂₀O₃

(R)-6-((R)-3-hydroxy-4-methylpent-4-enyl)-3-methoxy-6-methylcyclohex-2-enone

Downstream raw materials:

(R)-3-methoxy-6-methyl-6-(4-methylpent-4-enyl)cyclohex-2-enone

(R)-4-methyl-4-(4-methylpent-4-enyl)-3-vinylcyclohex-2-enone

(R)-3-ethylidene-4-methyl-4-(4-methylpent-4-enyl)-cyclohex-1-ene

(S)-6-methyl-6-(4-methylpent-4-en-1-yl)-1-vinylcyclohex-1-ene