194998-10-2

Basic information

• Product Name: 4,4-Dimethyl-2-(5-formyl-2-isopropyl-3,4-dimethoxyphenyl)-2-oxazoline
• Synonyms: 4,4-Dimethyl-2-(5-formyl-2-isopropyl-3,4-dimethoxyphenyl)-2-oxazoline
• CAS NO: 194998-10-2
• Molecular Weight: 321.417
• Mol File: 194998-10-2.mol

Chemical Properties

• CAS DataBase Reference: 4,4-Dimethyl-2-(5-formyl-2-isopropyl-3,4-dimethoxyphenyl)-2-oxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-Dimethyl-2-(5-formyl-2-isopropyl-3,4-dimethoxyphenyl)-2-oxazoline(194998-10-2)
• EPA Substance Registry System: 4,4-Dimethyl-2-(5-formyl-2-isopropyl-3,4-dimethoxyphenyl)-2-oxazoline(194998-10-2)

Safety Data

• Hazardous Substances Data: 194998-10-2(Hazardous Substances Data)

Upstream product

• 109-92-2 ethyl vinyl ether 
• 68-12-2 N,N-dimethyl-formamide 
• 99425-55-5 4,4-dimethyl-2-(2-isopropyl-3,4-dimethoxyphenyl)-2-oxazoline 
• 1026555-64-5 5-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-4-isopropyl-2,3-dimethoxy-benzaldehyde 
• 573-11-5 2,3,4-Trimethoxy-benzoic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 194998-11-3 2-Isopropyl-3,4-dimethoxy-5-methoxymethylbenzaldehyde 

Relevant articles and documents

The synthesis of (S)-(+)-gossypol via an asymmetric Ullmann coupling

The first asymmetric total synthesis of (S)-(+)-gossypol is described using chiral oxazolines as the naphthyl substituent in a highly diastereoselective aryl-aryl coupling.

An oxazoline based approach to (S)-gossypol

(S)-Gossypol (S)-1, a yellow pigment of cottonseed, has been accessed by a total asymmetric synthesis. The sequence leading to (S)-gossypol (S)-1 was highlighted by four oxazoline mediated reactions, including coupling of ortho-(methoxy)aryloxazolines with Grignard reagents, butyllithium based ortho-lithiation of aryloxazolines, stereocontrolled Ullman couplings of bromonaphthyloxazolines, and ethoxyvinyllithium hexamethylphosphoric triamide complex based ortho-lithiation of aryloxazolines.