(4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one

Base Information

• Chemical Name: (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one
• CAS No.: 306739-78-6
• Molecular Formula: C₂₅H₄₁NO₃
• Molecular Weight: 403.605

Synonyms:(4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one

Chemical Property of (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one

Chemical Property:

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Technology Process of (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one

There total 2 articles about (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one 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: 75.0%

(4S,5S)-5-but-3-enyl-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one (306739-88-8) → (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one (306739-78-6)

Guidance literature:

(4S,5S)-5-but-3-enyl-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one; With disialylborane; In tetrahydrofuran; at 20 ℃; for 5h;

With sodium hydroxide; dihydrogen peroxide; In water; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/jo0005621

Reference yield:

(4S,5S)-5-but-3-enyl-3,3-dichloro-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one (306739-76-4) → (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one (306739-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3.16 g / NH₄Cl; Zmn-Cu / methanol

2.1: disialylborane / tetrahydrofuran / 5 h / 20 °C

2.2: 75 percent / aq. NaOH; aq. H₂O₂ / H₂O / 2 h / 20 °C

With disialylborane; copper; ammonium chloride; zinc; In tetrahydrofuran; methanol; 1.1: Dehalogenation / 2.1: hydroboration / 2.2: Oxidation;

DOI:10.1021/jo0005621

Reference yield:

methanesulfonyl chloride (124-63-0) + (4S,5S)-5-(4-hydroxybutyl)-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one (306739-78-6) → Methanesulfonic acid 4-{(2S,3S)-5-oxo-3-[(R)-1-(2,4,6-triisopropyl-phenyl)-ethoxy]-pyrrolidin-2-yl}-butyl ester (306739-89-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1021/jo0005621

upstream raw materials:

(4S,5S)-5-but-3-enyl-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one

(4S,5S)-5-but-3-enyl-3,3-dichloro-4-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]pyrrolidin-2-one

Downstream raw materials:

Methanesulfonic acid 4-{(2S,3S)-5-oxo-3-[(R)-1-(2,4,6-triisopropyl-phenyl)-ethoxy]-pyrrolidin-2-yl}-butyl ester

(1S,8aS)-1-[(R)-1-(2,4,6-triisopropylphenyl)ethoxy]hexahydroindolizin-3-one

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