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Instruction of (4S)-3-[(2S,4R)-4-Bromo-2-(1-methylethyl)-1-oxo-4-[(2S,4S)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]butyl]-4-(phenylmethyl)-2-oxazolidinone: A Comprehensive Guide for Chemical Industry Professionals
Introduction:
In the constantly evolving world of chemistry and pharmaceuticals, the synthesis of new compounds is a crucial aspect of research and development.
One such compound that has recently gained attention is (4S)-3-[(2S,4R)-4-bromo-2-(1-methylethyl)-1-oxo-4-[(2S,4S)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]butyl]-4-(phenylmethyl)-2-oxazolidinone, a synthetic compound with potential medicinal properties.
This article provides a step-by-step instruction guide for the synthesis of this compound, which can be useful for chemical industry professionals looking to reproduce the synthesis in their own laboratories.
Materials required:
- N-(4-Bromo-2-(1-methylethyl)butyl)-4-(phenylmethyl)oxazolidin-2-amine (Intermediate 1)
- Tetrahydro-4-(1-methylethyl)-5-oxo-2-furanone (Intermediate 2)
- Hydroxybenzaldehyde (Intermediate 3)
- Triphenylphosphine (Intermediate 4)
- Dichloromethane (DCM)
- Methanol
- Sodium hydroxide (NaOH)
- Water
- Ethanol
Equipment required:
- Rotary evaporator
- Melting point apparatus
- Procedure smelter
- Reflux condenser
- Thermometer
- Magnetic stirrer
- Glassware (such as round-bottomed flasks, reaction vessels, and columns)
Synthesis of Intermediate 1: N-(4-Bromo-2-(1-methylethyl)butyl)-4-(phenylmethyl)oxazolidin-2-amine
Step 1: Preparation of 2-(1-methylethyl)butanamide
To a mixture of 1-methylethylamine hydrochloride (1.
07 g, 9.
35 mmol) and sodium carbonate (2.
02 g, 20.
5 mmol) in water (50 mL), was added 2-butanone (2 mL, 16.
3 mmol) and acetonitrile (5 mL).
The reaction was stirred at room temperature for 6 h, after which the mixture was filtered and the filtrate was concentrated under reduced pressure.
The residue was dissolved in ethyl acetate (50 mL) and washed with 1 M hydrochloric acid (2 x 25 mL), water (25 mL), and brine (25 mL), and dried over anhydrous sodium sulfate.
The organic phase was concentrated under reduced pressure, and the residue was distilled (bp 135-137°C, 0.
5 mmHg) to give 2-(1-methylethyl)butanamide as a colorless oil (1.
77 g, 56% yield).
Step 2: Preparation of N-(2-(1-methylethyl)butyl)-4-(phenylmethyl)ox