3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

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Chemical Name:3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid
CAS No.:1365176-80-2
Molecular Formula:C₂₃H₂₄ClNO₄
Molecular Weight:413.901
Hs Code.:

Synonyms:3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

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Chemical Property of 3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

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Technology Process of 3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

There total 8 articles about 3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic 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:

: C₂₄H₂₆ClNO₄

: 1365176-80-2
3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

Guidance literature:: C₂₄H₂₆ClNO₄; With sodium hydroxide; In 1,2-dimethoxyethane; at 20 ℃; for 2h;

With hydrogenchloride; In 1,2-dimethoxyethane; water;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 1365177-21-4
methyl (2E)-3-(3-{(2R)-2-[(methoxymethoxy)methyl]-5-oxo-1-pyrrolidinyl}phenyl)acrylate

: 1365176-80-2
3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / tetrahydrofuran; methanol / 1 h / 0 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane; methanol / 5 h / 20 °C

3.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.33 h / 0 °C / Inert atmosphere

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

4.2: 1 h / 0 - 20 °C

5.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 0.42 h / 20 °C / Inert atmosphere

6.1: sodium hydroxide / 1,2-dimethoxyethane / 2 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; borane-THF; nickel(II) chloride hexahydrate; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethyl acetate; toluene; mineral oil; 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 1365177-24-7
C₁₅H₁₉NO₄

: 1365176-80-2
3-(3-{(2R)-2-[(1E,3S)-4-(3-chlorophenyl)-3-hydroxybut-1-enyl]-5-oxopyrrolidin-1-yl}phenyl)propanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.33 h / 0 °C / Inert atmosphere

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

2.2: 1 h / 0 - 20 °C

3.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 0.42 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide / 1,2-dimethoxyethane / 2 h / 20 °C

With borane-THF; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,2-dimethoxyethane; ethyl acetate; toluene; mineral oil; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018