(+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

Base Information

Chemical Name:(+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate
CAS No.:288301-41-7
Molecular Formula:C₁₃H₂₀O₃
Molecular Weight:224.3
Hs Code.:

Synonyms:(+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

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Chemical Property of (+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

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Technology Process of (+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

There total 3 articles about (+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate 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: 68.0%

: 94-66-6
2-allylcyclohexan-1-one

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 288301-41-7
(+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

Guidance literature:: 2-allylcyclohexan-1-one; With 5 Angstroem MS; (S)-1-phenyl-ethylamine; In toluene; for 20h; Heating;

acrylic acid methyl ester; at 20 ℃; for 168000h;

In methanol; water; acetic acid; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/jo000142b

Reference yield:

: 35466-83-2
allyl methyl carbonate

: 1596247-65-2
2-(trimethylsilyl)ethyl 1-(3-methoxy-3-oxopropyl)-2-oxocyclohexane-1-carboxylate

: C₁₃H₂₀O₃

: 288301-41-7
(+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 25 ℃; Overall yield = 93 %; Optical yield = 89 %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol500355z

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 288301-41-7
(+)-methyl 3-[(1R)-2-oxo-1-(2-propenyl)cyclohexyl]propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 23 °C / Inert atmosphere; Cooling with acetone-dry ice

1.2: 23 °C / Inert atmosphere; Cooling with acetone-dry ice

1.3: 23 °C / Cooling with ice; Inert atmosphere

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 25 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrabutylammonium triphenyldifluorosilicate; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ol500355z