n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

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Chemical Name:n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate
CAS No.:1380347-43-2
Molecular Formula:C₃₂H₄₀N₂O₄S
Molecular Weight:548.747
Hs Code.:

Synonyms:n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

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Chemical Property of n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

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Technology Process of n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

There total 5 articles about n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate 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:

: C₃₂H₃₈N₂O₄S

: 1380347-43-2
n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

Guidance literature:: C₃₂H₃₈N₂O₄S; 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; Inert atmosphere;

With methanol; In tetrahydrofuran; toluene; at 20 ℃; for 0.0833333h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 866270-03-3
2-(3-bromophenyl)-N-methoxy-N-methylacetamide

: 1380347-43-2
n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; sodium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,2-dimethoxyethane; water / 15 h / 80 °C / Inert atmosphere

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

2.2: 2 h / -78 °C / Inert atmosphere

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

3.2: 2 h / 0 °C / Inert atmosphere

4.1: 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

4.2: 0.08 h / 20 °C / Inert atmosphere

With n-butyllithium; borane-THF; palladium diacetate; sodium hydride; sodium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; water; toluene; mineral oil; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 1380347-11-4
dimethyl (3-[3-(1H-indol-5-yl)phenyl]-2-oxopropyl)phosphonate

: 1380347-43-2
n-butyl 4-((2-[(2R)-2-((1E,3S)-4-[3-(1H-indol-5-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)butanoate

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

2.2: 0.08 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; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.04.008