(1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

Base Information

Chemical Name:(1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester
CAS No.:1307740-42-6
Molecular Formula:C₁₆H₂₄O₃
Molecular Weight:264.365
Hs Code.:

Synonyms:(1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

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Chemical Property of (1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

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Technology Process of (1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

There total 4 articles about (1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester 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: 55.0%

: (1S*,2S*)-1-but-3-enyl-4-(tert-butyldimethylsilyloxy)-2,6,6-trimethylcyclohex-3-enecarboxylic acid

: 1307740-42-6
(1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

Guidance literature:: With 2,6-dimethylpyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1055/s-0030-1258412

Reference yield:

: 759-58-0
ethyl isopropylidenecyanoacetate

: 1307740-42-6
(1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc(II) chloride / toluene / 0.5 h / Inert atmosphere

1.2: 20 h / 80 °C / Inert atmosphere

2.1: lithium dihydronaphthylide radical / tetrahydrofuran / 0.5 h / -45 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 24 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; lithium dihydronaphthylide radical; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In tetrahydrofuran; toluene; benzene;
DOI:10.1055/s-0030-1258412

Reference yield:

: 105-56-6
ethyl 2-cyanoacetate

: 1307740-42-6
(1R*)-1-but-3-enyl-2,6,6-trimethyl-4-oxocyclohex-2-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium bromide / 18 h / Molecular sieve; Reflux

2.1: zinc(II) chloride / toluene / 0.5 h / Inert atmosphere

2.2: 20 h / 80 °C / Inert atmosphere

3.1: lithium dihydronaphthylide radical / tetrahydrofuran / 0.5 h / -45 °C / Inert atmosphere

3.2: 12 h / 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 24 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; lithium dihydronaphthylide radical; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; zinc(II) chloride; In tetrahydrofuran; toluene; benzene;
DOI:10.1055/s-0030-1258412