methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate

Base Information

Chemical Name:methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate
CAS No.:1365392-14-8
Molecular Formula:C₂₄H₃₂F₃NO₅S
Molecular Weight:503.583
Hs Code.:

Synonyms:methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate

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Chemical Property of methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate

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Technology Process of methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate

There total 9 articles about methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-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:

: C₂₄H₃₀F₃NO₅S

: 1365392-14-8
methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate

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:

: 492471-47-3
9-oxo-12-formyl-13,14,15,16,17,18,19,20-octanor-5-thia-8-azaprostanoic acid methyl ester

: 1365392-14-8
methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-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

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

Reference yield:

: 492471-45-1
9-oxo-13-hydroxy-14,15,16,17,18,19,20-heptanor-5-thia-8-azaprostanoic acid methyl ester

: 1365392-14-8
methyl 4-[(2-{(2R)-2-[(1E,3S)-3-hydroxy-4-{3-[(2,2,2-trifluoroethoxy)methyl]phenyl}-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}ethyl)thio]butanoate

Guidance literature:: Multi-step reaction with 3 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: 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 borane-THF; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; ethyl acetate; toluene; mineral oil; 1.1: Parikh-Doering oxidation / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1248/cpb.59.1523