ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-3-enecarboxylate

Base Information

Chemical Name:ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-3-enecarboxylate
CAS No.:1228457-91-7
Molecular Formula:C₁₈H₂₂O₅
Molecular Weight:318.37
Hs Code.:

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

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Chemical Property of ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-3-enecarboxylate

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

There total 5 articles about ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-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: 95.0%

: 1228457-77-9
ethyl (E)-2-ethyl-6-(4-methoxyphenyl)-5-methyl-3,4-dioxohex-5-enoate

: 1228457-91-7
ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-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; enantioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1002/anie.201500881

Reference yield: 60.0%

: C₁₈H₂₂O₅

: 1228457-91-7
ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-3-enecarboxylate

Guidance literature:: With C₃₁H₂₃F₆N₃S; In toluene; at 23 ℃; enantioselective reaction;
DOI:10.1021/jacs.5b08969

Reference yield:

: (2E,5E)-ethyl 2-ethyl-6-(4-methoxyphenyl)-5-methyl-4-oxo-3-[[2-(trimethylsilyl)ethoxy]methoxy]hexa-2,5-dienoate

: 1228457-91-7
ethyl (1S,5S)-1-ethyl-3-hydroxy-5-(4-methoxyphenyl)-4-methyl-2-oxocyclopent-3-enecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine hydrogenfluoride / tetrahydrofuran / 48 h / 20 - 40 °C

2: (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; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / acetonitrile / 6 h / 20 °C / Molecular sieve; Inert atmosphere

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; pyridine hydrogenfluoride; In tetrahydrofuran; acetonitrile; 2: |Nazarov Cyclization;
DOI:10.1002/anie.201500881