7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid

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Chemical Name:7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid
CAS No.:1369917-00-9
Molecular Formula:C₂₃H₃₃NO₅
Molecular Weight:403.519
Hs Code.:

Synonyms:

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Chemical Property of 7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid

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Technology Process of 7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid

There total 6 articles about 7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic 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:

: C₂₅H₃₇NO₅

: 1369917-00-9
7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid

Guidance literature:: With water; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; at 20 ℃;
DOI:10.1248/cpb.59.1494

Reference yield:

: C₂₅H₃₅NO₅

: 1369917-00-9
7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: water; sodium hydroxide / tetrahydrofuran; 1,2-dimethoxyethane; ethanol / 20 °C

With borane-THF; water; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; toluene;
DOI:10.1248/cpb.59.1494

Reference yield:

: 14794-32-2
ethyl 6-(chloroformyl)hexanoate

: 1369917-00-9
7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}pyrrolidin-1-yl)-7-oxoheptanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / 1,4-dioxane; water / 0.5 h / 0 °C

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

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

3.2: 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 / 20 °C / Inert atmosphere

5.1: water; sodium hydroxide / tetrahydrofuran; 1,2-dimethoxyethane; ethanol / 20 °C

With borane-THF; water; 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; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; toluene; mineral oil; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1248/cpb.59.1494