methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-carboxylate

Base Information

• Chemical Name: methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-carboxylate
• CAS No.: 83648-43-5
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 83648-43-5.mol

Synonyms:methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-carboxylate

Chemical Property of methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-carboxylate

There total 1 articles about methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-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:

4,4-dimethylcyclopent-2-ene-1-one (22748-16-9) → methyl 1,2,4,4a,6a,7,8,9-octahydro-8,8-dimethyl-2-oxopentaleno<1,6a-c>pyran-5-carboxylate (83648-43-5)

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) LiNH₂, 2.) perchloric acid / 1.) tert-BuOH, THF, liquid ammonia, 2.) CCl₂H₂, 3 h

2: 84 percent / sodium ethoxide / ethanol / 1.5 h / Ambient temperature

3: 92 percent / p-TsOH / benzene / 24 h / Heating

4: 1.) diisobutylammonium hydride, 2.) NH₄Cl / 1.) ether, hexane, -116 deg C, 1 h -> room temperature, 2.) 2.5 h

5: 82 percent / mercuric acetate / 48 h / Ambient temperature

6: 76 percent / decahydronaphthalene / 4 h / 145 °C

7: 100 percent / pyridinium tosylate / H₂O; acetone / 4 h / Ambient temperature

8: 90 percent / sodium methoxide / 4 h / Ambient temperature

9: 92 percent / hydrazine hydrate, Et₃N / ethanol / 1.5 h / Heating

10: iodine, Me₃N / tetrahydrofuran / 0.33 h / 0 °C

11: 84 percent / nickel carbonyl, sodium methoxide / 2 h / 45 °C

12: 24 percent / 1.) H₂SO₄, 2.) Jones reagent / 1.) water, acetone, 72 h, room temperature, 2.) acetone, 0 deg C

With perchloric acid; jones reagent; lithium amide; Diisobutylammonium hydride; nickel carbonyl; sulfuric acid; mercury(II) diacetate; iodine; sodium methylate; sodium ethanolate; pyridinium p-toluenesulfonate; ammonium chloride; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; trimethylamine; In tetrahydrofuran; ethanol; water; acetone; decalin; benzene;

DOI:10.1021/ja00388a029

upstream raw materials:

4,4-dimethylcyclopent-2-ene-1-one