ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

Base Information

Chemical Name:ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate
CAS No.:1228457-90-6
Molecular Formula:C₁₇H₂₀O₄
Molecular Weight:288.343
Hs Code.:

Synonyms:ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

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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 ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

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Technology Process of ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

There total 16 articles about ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate 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: 98.0%

: 1228457-76-8
ethyl (E)-2-ethyl-5-methyl-3,4-dioxo-6-phenylhex-5-enoate

: 1228457-90-6
ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (1R,7R)-9,9-dimethyl-4-(N-phenyl-2-pyridylamino)-2,2,6,6-tetraphenyl-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane; In acetonitrile; at 20 ℃; for 6h; Reagent/catalyst; Solvent; enantioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1002/anie.201500881

Reference yield:

: 1228457-76-8
ethyl (E)-2-ethyl-5-methyl-3,4-dioxo-6-phenylhex-5-enoate

: 1228457-90-6
ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

: ethyl (1R,5R)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

Guidance literature:: With (1R,7R)-4-dimethylamino-9,9-dimethyl-2,2,6,6-tetra(3,5-dimethylphenyl)-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In acetonitrile; at 20 ℃; for 2.5h; optical yield given as %ee; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201201724

Reference yield:

: (E)-methyl 2-ethyl-5-methyl-3,4-dioxo-6-phenylhex-5-enoate

: 1228457-90-6
ethyl (1S,5S)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

: ethyl (1R,5R)-1-ethyl-3-hydroxy-4-methyl-2-oxo-5-phenylcyclopent-3-enecarboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (1R,7R)-9,9-dimethyl-4-(N-methyl-2-pyridylamino)-2,2,6,6-tetraphenyl-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane; In acetonitrile; at 20 ℃; for 2.5h; Reagent/catalyst; Solvent; enantioselective reaction;
DOI:10.1002/anie.201500881