butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

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Chemical Name:butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate
CAS No.:1365178-03-5
Molecular Formula:C₃₄H₃₆N₂O₄S₂
Molecular Weight:600.803
Hs Code.:

Synonyms:butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

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Chemical Property of butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

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Technology Process of butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

There total 10 articles about butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate 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:

: C₃₄H₃₄N₂O₄S₂

: 1365178-03-5
butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

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 0.416667h; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

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

: 1365178-03-5
butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

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 / 12 h / 80 °C / Inert atmosphere

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

2.2: 2 h / 20 °C

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

3.2: 1 h / 0 - 20 °C

4.1: 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

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; toluene; mineral oil; 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 494224-23-6
S-(2-{(2R)-2-[(tert-butyldimethylsilyloxy)methyl]-5-oxo-1-pyrrolidinyl}ethyl)ethanethioate

: 1365178-03-5
butyl 2-({2-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(2-naphthyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]ethyl}thio)-1,3-thiazole-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / ethanol / 16 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / 3 h / 90 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

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

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

5.2: 1 h / 0 - 20 °C

6.1: 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

With borane-THF; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; ethanol; ethyl acetate; toluene; mineral oil; 5.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018