(5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid

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Chemical Name:(5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid
CAS No.:494221-68-0
Molecular Formula:C₂₄H₃₅NO₅
Molecular Weight:417.546
Hs Code.:

Synonyms:

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Chemical Property of (5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid

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Technology Process of (5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid

There total 25 articles about (5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic 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

: 494221-68-0
(5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid

Guidance literature:: C₂₅H₃₇NO₅; With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; water; Cooling with ice;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-87-2
C₁₄H₃₂O₂Si

: 494221-68-0
(5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 1 h / 0 °C / Inert atmosphere

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

3.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 20 °C / Inert atmosphere

4.2: 1 h / -20 - 0 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 120 h / 20 °C / Inert atmosphere

7.1: methanol; potassium carbonate / 20 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

9.1: sodium iodide / acetone / 2 h / 20 - 55 °C / Inert atmosphere

10.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

10.2: 50 °C / Inert atmosphere

11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

12.1: sodium hydroxide / tetrahydrofuran; methanol / 20 °C

12.2: Cooling with ice

With methanol; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil; 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination / 6.1: Baeyer-Villiger oxidation;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-91-8
C₈H₁₆O₂

: 494221-68-0
(5R)-7-((2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]but-1-enyl}-5-oxopyrrolidin-1-yl)-5-methylheptanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / -20 - 0 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 120 h / 20 °C / Inert atmosphere

5.1: methanol; potassium carbonate / 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

7.1: sodium iodide / acetone / 2 h / 20 - 55 °C / Inert atmosphere

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

8.2: 50 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

10.1: sodium hydroxide / tetrahydrofuran; methanol / 20 °C

10.2: Cooling with ice

With methanol; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination / 4.1: Baeyer-Villiger oxidation;
DOI:10.1248/cpb.59.1494