methyl 1,2,4,4a,6a,7,8,9-octahydro-2-methoxy-8,8-dimethylpentaleno<1,6ac>pyran-5-carboxylate

Base Information

Chemical Name:methyl 1,2,4,4a,6a,7,8,9-octahydro-2-methoxy-8,8-dimethylpentaleno<1,6ac>pyran-5-carboxylate
CAS No.:83648-42-4
Molecular Formula:C₁₆H₂₄O₄
Molecular Weight:280.364
Hs Code.:

Synonyms:

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Chemical Property of methyl 1,2,4,4a,6a,7,8,9-octahydro-2-methoxy-8,8-dimethylpentaleno<1,6ac>pyran-5-carboxylate

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Technology Process of methyl 1,2,4,4a,6a,7,8,9-octahydro-2-methoxy-8,8-dimethylpentaleno<1,6ac>pyran-5-carboxylate

There total 1 articles about methyl 1,2,4,4a,6a,7,8,9-octahydro-2-methoxy-8,8-dimethylpentaleno<1,6ac>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:

: 22748-16-9
4,4-dimethylcyclopent-2-ene-1-one

: 79678-75-4,83648-42-4,121523-46-4,121523-53-3
methyl 1,2,4,4a,6a,7,8,9-octahydro-2-methoxy-8,8-dimethylpentaleno<1,6ac>pyran-5-carboxylate

Guidance literature:: Multi-step reaction with 11 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: 93 percent / nickel carbonyl, sodium methoxide / 2 h / 45 °C

With perchloric acid; lithium amide; Diisobutylammonium hydride; nickel carbonyl; 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