(2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

Base Information

Chemical Name:(2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid
CAS No.:845522-58-9
Molecular Formula:C₁₄H₂₀O₄
Molecular Weight:252.31
Hs Code.:

Synonyms:(2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

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Chemical Property of (2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

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Technology Process of (2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

There total 5 articles about (2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid 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: 64.0%

: 2-methyl-3-oxo-3-[(5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionaldehyde

: 845522-58-9
(2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1021/ol0478178

Reference yield:

: (4S,5R)-6-[(2S)-3-hydroxy-2-methylpropionyl]-2,4,5,6-tetramethylcyclohex-2-enone

: 845522-58-9
(2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane / CH₂Cl₂

2: 64 percent / NaClO₂; NaH₂PO₄; Me₂C=CHMe / 2-methyl-propan-2-ol; H₂O

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; Dess-Martin periodane; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol0478178

Reference yield:

: 812649-72-2
(2R,3R,4S)-5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-5-oxo-pentanal

: 845522-58-9
(2RS)-2-methyl-3-oxo-3-[(1S,5S,6R)-1,3,5,6-tetramethyl-2-oxocyclohex-3-enyl]propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 64 percent / LiCl; DIPEA / acetonitrile / 20 °C

2.1: 76 percent / Me₂S / diethyl ether

3.1: NaH / tetrahydrofuran / 17 h / 20 °C

3.2: 96 percent / DDQ / CH₂Cl₂ / 0 °C / pH 7

4.1: Dess-Martin periodinane / CH₂Cl₂

5.1: 64 percent / NaClO₂; NaH₂PO₄; Me₂C=CHMe / 2-methyl-propan-2-ol; H₂O

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; dimethylsulfide; sodium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ol0478178