7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

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Chemical Name:7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid
CAS No.:729612-00-4
Molecular Formula:C₂₁H₂₉NO₃S
Molecular Weight:375.532
Hs Code.:

Synonyms:7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

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Chemical Property of 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

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Technology Process of 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

There total 8 articles about 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic 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:

: C₂₅H₃₇NO₃S

: 729612-00-4
7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

Guidance literature:: C₂₅H₃₇NO₃S; With sodium hydroxide; In 1,2-dimethoxyethane; ethanol; at 20 ℃; for 16h;

With hydrogenchloride; In 1,2-dimethoxyethane; ethanol; water; Cooling;
DOI:10.1016/j.bmc.2011.12.009

Reference yield:

: 1357177-77-5
C₁₆H₂₉NO₄

: 729612-00-4
7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

2.1: Lawessons reagent / toluene / 2 h / 50 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.5 h / 0 °C

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

5.2: 0.33 h / 0 - 20 °C

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

7.1: sodium hydroxide / 1,2-dimethoxyethane; ethanol / 16 h / 20 °C

7.2: Cooling

With Lawessons reagent; 1H-imidazole; borane-THF; tetrabutyl ammonium fluoride; 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; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil; 5.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.12.009

Reference yield:

: C₂₂H₄₃NO₄Si

: 729612-00-4
7-{(2R)-2-[(1E,3S)-3-hydroxy-4-phenylbut-1-enyl]-5-thioxopyrrolidin-1-yl}heptanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: Lawessons reagent / toluene / 2 h / 50 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.5 h / 0 °C

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

4.2: 0.33 h / 0 - 20 °C

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

6.1: sodium hydroxide / 1,2-dimethoxyethane; ethanol / 16 h / 20 °C

6.2: Cooling

With Lawessons reagent; borane-THF; tetrabutyl ammonium fluoride; 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; ethanol; ethyl acetate; toluene; mineral oil; 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.12.009