191284-34-1

Basic information

• Product Name: (3S,6R)-6-Isopropyl-3-methyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one
• Synonyms: (3S,6R)-6-Isopropyl-3-methyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one
• CAS NO: 191284-34-1
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 0
• Mol File: 191284-34-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3S,6R)-6-Isopropyl-3-methyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,6R)-6-Isopropyl-3-methyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one(191284-34-1)
• EPA Substance Registry System: (3S,6R)-6-Isopropyl-3-methyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one(191284-34-1)

Safety Data

• Hazardous Substances Data: 191284-34-1(Hazardous Substances Data)

Usage

Description

(3S,6R)-6-Isopropyl-3-methyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one, also known as oxycodone, is a semi-synthetic opioid medication primarily used for the treatment of moderate to severe pain. It functions by binding to opioid receptors in the brain and spinal cord, which results in a reduced perception of pain. Due to its high potential for abuse and addiction, oxycodone is classified as a Schedule II controlled substance. It is available in various forms, such as immediate-release and extended-release tablets, as well as liquid solutions.

Uses

Used in Pharmaceutical Industry:
Oxycodone is used as an analgesic agent for the management of moderate to severe pain. Its efficacy in pain relief is attributed to its binding to opioid receptors, which helps in decreasing the patient's perception of pain. It is prescribed by healthcare professionals and is available in different formulations to cater to various patient needs.
Used in Pain Management:
Oxycodone serves as a potent pain reliever, often prescribed for postoperative pain, chronic pain conditions, and for palliative care. Its use in pain management is crucial for improving the quality of life for patients suffering from severe or chronic pain.

Upstream product

• 191284-33-0 (1R)-1-Benzoyl-2-methylpropyl (2S)-2-(tert-butoxycarbonylamino)propanoate 
• 582-62-7 3-methyl-1-phenylbutan-1-one 
• 147749-67-5 2-bromo-3-methyl-1-phenylbutan-1-one 

Downstream Products

• 335164-04-0 (3S,5S,6R)-6-isopropyl-3-methyl-5-phenylmorpholin-2-one 

Relevant articles and documents

Chiral 3,6-dihydro-2H-1,4-oxazin-2-ones as alanine equivalents for the asymmetric synthesis of α-methyl α-amino acids (AMAAs) under mild reaction conditions

3,6-Dihydro-2H-1,4-oxazin-2-ones 1 act as very reactive chiral cyclic alanine equivalents and can be diastereoselectively alkylated or allylated using mild reaction conditions: potassium carbonate under phase-transfer catalysis (PTC) conditions when using activated alkyl halides, organic bases such as tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2- diazaphosphorine (BEMP) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) when using unactivated alkyl halides, and neutral Pd(0)-catalysis when allylic carbonates are used. In most cases, the diastereoselectivity under all these different reaction conditions is excellent although the reactions are always carried out at room temperature. Hydrolysis of the obtained alkylated or allylated oxazinones allows the preparation of enantiomerically enriched (S)- α-methyl α-amino acids (S)-AMAAs. The PTC and organic base methodologies have also been applied to the synthesis of (R)-α-methyl α-amino acids starting from (R)-alanine. When dihalides are used as electrophiles under PTC or BEMP conditions, a spontaneous N-alkylation also takes place giving bicyclic oxazinones, which can be hydrolyzed to enantiomerically pure cyclic (S)-AMAAs.