(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

Base Information

Chemical Name:(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate
CAS No.:302840-41-1
Molecular Formula:C₁₃H₁₈O₃
Molecular Weight:222.284
Hs Code.:

Synonyms:(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

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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 (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

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Technology Process of (+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

There total 9 articles about (+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate 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: 40.0%

: 108-24-7
acetic anhydride

: 302840-40-0
(-)-(1R,4S)-1,5,5-trimethyl-6,8-bis(methylene)bicyclo[2.2.2]octan-2-one

: 302840-41-1
(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

: (1R,4R)-1,8,8-trimethyl-7-methylenebicyclo[2.2.2]octane-2,5-dione

Guidance literature:: (-)-(1R,4S)-1,5,5-trimethyl-6,8-bis(methylene)bicyclo[2.2.2]octan-2-one; With sodium hydrogencarbonate; ozone; In methanol; dichloromethane; at -70 ℃;

acetic anhydride; With dmap; triethylamine; for 6h; Further stages.; Heating;

Reference yield:

: 302840-40-0
(-)-(1R,4S)-1,5,5-trimethyl-6,8-bis(methylene)bicyclo[2.2.2]octan-2-one

: 302840-41-1
(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

Guidance literature:: Multi-step reaction with 2 steps

1: O₃; NaHCO₃ / CH₂Cl₂ / 0.08 h / -70 °C

2: 93 mg / Ac₂O; Et₃N; 4-N,N-(dimethylamino)pyridine / benzene / 6 h / Heating

With dmap; acetic anhydride; sodium hydrogencarbonate; ozone; triethylamine; In dichloromethane; benzene; 2: Criegee rearrangement;
DOI:10.1021/jo0105484

Reference yield:

: 302840-39-7
(5R)-5-(3-bromo-1-propen-2-yl)-2,3,4,4-tetramethylcyclohex-2-en-1-one

: 302840-41-1
(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / potassium tert-butoxide / tetrahydrofuran / -5 - 20 °C

2: O₃; NaHCO₃ / CH₂Cl₂ / 0.08 h / -70 °C

3: 93 mg / Ac₂O; Et₃N; 4-N,N-(dimethylamino)pyridine / benzene / 6 h / Heating

With dmap; potassium tert-butylate; acetic anhydride; sodium hydrogencarbonate; ozone; triethylamine; In tetrahydrofuran; dichloromethane; benzene; 3: Criegee rearrangement;
DOI:10.1021/jo0105484