Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.0^2,7>dodecane-1-carboxylate

Base Information

• Chemical Name: Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.0^2,7>dodecane-1-carboxylate
• CAS No.: 118840-24-7
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• Mol file: 118840-24-7.mol

Synonyms:Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.0^2,7>dodecane-1-carboxylate

Chemical Property of Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.0^2,7>dodecane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.0^2,7>dodecane-1-carboxylate

There total 1 articles about Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.0^2,7>dodecane-1-carboxylate 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:

cyclohexene-1-carboxylic acid (636-82-8) → Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.02,7>dodecane-1-carboxylate (118840-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 8 h / Irradiation

2: diethyl ether

In diethyl ether; dichloromethane;

DOI:10.1246/bcsj.61.1416

Reference yield:

Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.02,7>dodecane-1-carboxylate (118840-24-7) → 2α-Methyl-2β-(1β-methyl-2-methylenecyclopentyl)cyclohexanone

Guidance literature:

Multi-step reaction with 15 steps

1: 99.9 percent / NaBH₄ / methanol / 4 h / 0 °C

2: 99.9 percent / pyridine / 18 h / Ambient temperature

3: 53.5 percent / AcOK, TFA / 14 h / Ambient temperature

4: 81.4 percent / LAH / diethyl ether / 40 h / Ambient temperature

5: 99.3 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

6: LAH / diethyl ether / 38 h / Heating

7: 1.) O₃, 2.) NaBH₄ / 1.) -78 deg C, 2.) r.t., 4 h

8: 51.1 percent / LAH / diethyl ether / 20 h / Ambient temperature

9: 97.7 percent / DIPEA / dimethylformamide / 3 h / Ambient temperature

10: 94.6 percent / pyridine / CH₂Cl₂ / 15 h / Ambient temperature

11: 96.2 percent / conc. aq. HCl / ethanol / 0.5 h / Ambient temperature

12: 99.2 percent / pyridine / CH₂Cl₂ / 14 h / Ambient temperature

13: 91.3 percent / DBU / toluene / 72 h / Heating

14: 92.5 percent / LAH / diethyl ether / 8 h / Ambient temperature

15: 88.1 percent / PCC/alumina / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; hydrogenchloride; aluminum oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; potassium acetate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; trifluoroacetic acid; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1039/p19960000829

Reference yield:

Methyl (1α,2β,7β,8α)-2-methyl-6-oxo-tricyclo<6.4.0.02,7>dodecane-1-carboxylate (118840-24-7) → 6α-Methyl-6β-(1β-methyl-2-methylenecyclopentyl)cyclohex-2-enone

Guidance literature:

Multi-step reaction with 17 steps

1: 99.9 percent / NaBH₄ / methanol / 4 h / 0 °C

2: 99.9 percent / pyridine / 18 h / Ambient temperature

3: 53.5 percent / AcOK, TFA / 14 h / Ambient temperature

4: 81.4 percent / LAH / diethyl ether / 40 h / Ambient temperature

5: 99.3 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

6: LAH / diethyl ether / 38 h / Heating

7: 1.) O₃, 2.) NaBH₄ / 1.) -78 deg C, 2.) r.t., 4 h

8: 51.1 percent / LAH / diethyl ether / 20 h / Ambient temperature

9: 97.7 percent / DIPEA / dimethylformamide / 3 h / Ambient temperature

10: 94.6 percent / pyridine / CH₂Cl₂ / 15 h / Ambient temperature

11: 96.2 percent / conc. aq. HCl / ethanol / 0.5 h / Ambient temperature

12: 99.2 percent / pyridine / CH₂Cl₂ / 14 h / Ambient temperature

13: 91.3 percent / DBU / toluene / 72 h / Heating

14: 92.5 percent / LAH / diethyl ether / 8 h / Ambient temperature

15: 88.1 percent / PCC/alumina / CH₂Cl₂ / 3 h / Ambient temperature

16: LDA, HMPA / tetrahydrofuran / 1.) -78 deg C, 20 min, 2.) -78 deg C, 1 h

17: 30percent H₂O₂, pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; aluminum oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; dihydrogen peroxide; potassium acetate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1039/p19960000829

upstream raw materials:

cyclohexene-1-carboxylic acid