ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

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Chemical Name:ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate
CAS No.:1365391-79-2
Molecular Formula:C₂₅H₃₇NO₄
Molecular Weight:415.573
Hs Code.:

Synonyms:ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

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Chemical Property of ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

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Technology Process of ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

There total 10 articles about ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate 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:

: C₂₅H₃₅NO₄

: 1365391-79-2
ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

Guidance literature:: With borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at 20 ℃; for 1.08333h; stereoselective reaction; Inert atmosphere;
DOI:10.1248/cpb.59.1523

Reference yield:

: 1283119-95-8
C₁₂H₁₇NO₂

: 1365391-79-2
ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; toluene / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

With n-butyllithium; borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexane; toluene; mineral oil; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1248/cpb.59.1523

Reference yield:

: 1357177-81-1
dimethyl [3-(3-ethylphenyl)-2-oxopropane]phosphonate

: 1365391-79-2
ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(3-ethylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

With borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; mineral oil; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1248/cpb.59.1523