Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate

Base Information

Chemical Name:Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate
CAS No.:74644-00-1
Molecular Formula:C₁₆H₂₄O₃
Molecular Weight:264.365
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate

Chemical Property:

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Technology Process of Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate

There total 13 articles about Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate 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:

: 932-51-4
2,5-dimethylcyclohexanone

: 74644-00-1
Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) 1,2-dimethoxyethane , Ethanol heat for 14.5 h; 2.) 15 min,0 deg C

2: 1.) O₃; 2.) Zn,50percentHOAc / 1.) CH₂Cl₂,- 78 deg C; 2.) reflux

3: 79 percent / Jones reagent / acetone

4: 95 percent / K₂CO₃ / acetone / 2 h / Heating

5: 97 percent / Br₂ / acetic acid; acetic acid / 6.5 h

6: 91 percent / CaCO₃ / N,N-dimethyl-acetamide / 0.75 h / Heating

7: 95 percent / KOH / H₂O; ethanol / 15.5 h / Ambient temperature

8: 1.) Diisobutylaluminum hydride; 2.) 20percentH₂SO₄ / 1.) CH₂Cl₂, 0 deg C,benzene,15 min.; 45 min.at room temp.,2.) 30 min., 0 deg C

9: LDA

10: LDA

11: 100 percent / NaIO₄ / OsO₄ / H₂O; 2-methyl-propan-2-ol / 30 h / Ambient temperature

12: 52 percent / NaBH₄ / ethanol

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; jones reagent; sulfuric acid; bromine; diisobutylaluminium hydride; potassium carbonate; ozone; acetic acid; calcium carbonate; zinc; lithium diisopropyl amide; osmium(VIII) oxide; In ethanol; N,N-dimethyl acetamide; water; acetic acid; acetone; tert-butyl alcohol;
DOI:10.1021/jo01309a003

Reference yield:

: 33722-72-4
(3a-cis)-3a,4,5,7a-Tetrahydro-3a,6-dimethyl-2(3H)-benzofuranone

: 74644-00-1
Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: LDA

2: LDA

3: 100 percent / NaIO₄ / OsO₄ / H₂O; 2-methyl-propan-2-ol / 30 h / Ambient temperature

4: 52 percent / NaBH₄ / ethanol

With sodium tetrahydroborate; sodium periodate; lithium diisopropyl amide; osmium(VIII) oxide; In ethanol; water; tert-butyl alcohol;
DOI:10.1021/jo01309a003

Reference yield:

: 37720-04-0
2,5-Dimethyl-2-(3-propenyl)cyclohexanone

: 74644-00-1
Methyl 3-(1,4-Dimethyl-2-cyclohexen-1-yl)-3β-2-oxocyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) O₃; 2.) Zn,50percentHOAc / 1.) CH₂Cl₂,- 78 deg C; 2.) reflux

2: 79 percent / Jones reagent / acetone

3: 95 percent / K₂CO₃ / acetone / 2 h / Heating

4: 97 percent / Br₂ / acetic acid; acetic acid / 6.5 h

5: 91 percent / CaCO₃ / N,N-dimethyl-acetamide / 0.75 h / Heating

6: 95 percent / KOH / H₂O; ethanol / 15.5 h / Ambient temperature

7: 1.) Diisobutylaluminum hydride; 2.) 20percentH₂SO₄ / 1.) CH₂Cl₂, 0 deg C,benzene,15 min.; 45 min.at room temp.,2.) 30 min., 0 deg C

8: LDA

9: LDA

10: 100 percent / NaIO₄ / OsO₄ / H₂O; 2-methyl-propan-2-ol / 30 h / Ambient temperature

11: 52 percent / NaBH₄ / ethanol

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; jones reagent; sulfuric acid; bromine; diisobutylaluminium hydride; potassium carbonate; ozone; acetic acid; calcium carbonate; zinc; lithium diisopropyl amide; osmium(VIII) oxide; In ethanol; N,N-dimethyl acetamide; water; acetic acid; acetone; tert-butyl alcohol;
DOI:10.1021/jo01309a003