(4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one

Base Information

• Chemical Name: (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one
• CAS No.: 749228-59-9
• Molecular Formula: C₁₈H₂₃NO₃
• Molecular Weight: 301.386
• Mol file: 749228-59-9.mol

Synonyms:(4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one

Chemical Property of (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one

There total 3 articles about (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-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: 82.0%

(4R)-(4-phenyl-1,3-oxazolidin-2-on-3-yl)carbomethylenetriphenylphosphorane (349649-07-6) + (3S)-3-methylhexanal (110065-42-4) → (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one (749228-59-9)

Guidance literature:

(4R)-(4-phenyl-1,3-oxazolidin-2-on-3-yl)carbomethylenetriphenylphosphorane; (3S)-3-methylhexanal; In dichloromethane; for 24h;

With iodine; In dichloromethane; for 48h;

DOI:10.1021/jo049567e

Reference yield:

(3S)-3-Methylhexan-1-ol (13231-81-7,86423-92-9,111768-08-2,70575-26-7) → (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one (749228-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 20 °C

2: CH₂Cl₂ / 24 h

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; 1: Dess-Martin oxidation / 2: Wittig reaction;

DOI:10.1021/jo049567e

Reference yield:

(4R)-(4-phenyl-1,3-oxazolidin-2-on-3-yl)carbomethylenetriphenylphosphorane (349649-07-6) + (3S)-3-methylhexanal (110065-42-4) → (4R)-3-((5S)-(2Z)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one + (4R)-3-((5S)-(2E)-methyloct-2-enoyl)-4-phenyloxazolidin-2-one (749228-59-9)

Guidance literature:

In dichloromethane; for 24h; Title compound not separated from byproducts;

DOI:10.1021/jo049567e

upstream raw materials:

(4R)-(4-phenyl-1,3-oxazolidin-2-on-3-yl)carbomethylenetriphenylphosphorane

(3S)-3-methylhexanal

(3S)-3-Methylhexan-1-ol

Downstream raw materials:

(4R)-3-((2R,3S,5S,7S)-2-hydroxy-3,5,7-trimethyldecanoyl)-4-phenyloxazolidin-2-one

(4R)-3-((3S,5S,7S)-3,5,7-trimethyldecanoyl)-4-phenyloxazolidin-2-one

(4R)-3-((5S,7S)-(2E)-5,7-dimethyldec-2-enoyl)-4-phenyloxazolidin-2-one

(4R)-3-((3S,5S)-(2E)-3,5-dimethyloctanoyl)-4-phenyloxazolidin-2-one