(5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

Base Information

• Chemical Name: (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone
• CAS No.: 914651-27-7
• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.435

Synonyms:(5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

Chemical Property of (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

Chemical Property:

Purity/Quality:

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Technology Process of (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

There total 3 articles about (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone 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:

2-iodo-propane (75-30-9) + 3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone (914651-26-6) → (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone (914651-27-7) + (5S)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

Guidance literature:

3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

2-iodo-propane; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; diethylzinc; In tetrahydrofuran; hexane; at 20 ℃; for 20h; Further stages.;

DOI:10.1021/ja0650504

Reference yield:

(1S,2R,5S)-(+)-menthol (15356-60-2) → (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone (914651-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-TsOH / benzene / 9 h / Heating

2.1: LDA / hexane; tetrahydrofuran / 0.33 h / -78 °C

2.2: Et₂Zn; DMPU / tetrahydrofuran; hexane / 20 h / 20 °C

With toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; benzene;

DOI:10.1021/ja0650504

Reference yield:

3-hydroxy-2-cyclopenten-1-one (5870-62-2) → (5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone (914651-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-TsOH / benzene / 9 h / Heating

2.1: LDA / hexane; tetrahydrofuran / 0.33 h / -78 °C

2.2: Et₂Zn; DMPU / tetrahydrofuran; hexane / 20 h / 20 °C

With toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; benzene;

DOI:10.1021/ja0650504

upstream raw materials:

2-iodo-propane

3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

(1S,2R,5S)-(+)-menthol

3-hydroxy-2-cyclopenten-1-one

Downstream raw materials:

C₂₇H₃₄O₃

benzyl (S)-3-[2-((1R,5R)-5-isopropyl-1-methyl-2-methylene-3-oxocyclopentyl)ethyl]-3-methyl-2-trifluoromethanesulfonyloxycyclohex-1-enecarboxylate

(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

(3R,4R)-4-isopropyl-3-methyl-3-[((S)-1-methylcyclohex-2-en-1-yl)ethyl]-2-methylenecyclopentanone

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