148407-32-3

Basic information

• Product Name: ((2S,3R)-3-nonyloxiran-2-yl)methanol
• CAS NO: 148407-32-3
• Molecular Weight: 200.321
• Mol File: 148407-32-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ((2S,3R)-3-nonyloxiran-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: ((2S,3R)-3-nonyloxiran-2-yl)methanol(148407-32-3)
• EPA Substance Registry System: ((2S,3R)-3-nonyloxiran-2-yl)methanol(148407-32-3)

Safety Data

• Hazardous Substances Data: 148407-32-3(Hazardous Substances Data)

Upstream product

• 69064-36-4 (Z)-dodec-2-en-1-ol 
• 2243-98-3 1-undecyne 
• 69064-46-6 dodec-2-yn-1-ol 
• 706820-72-6 (2S,3R)-3-nonyloxiranemethanol 3,5-dinitrobenzoate 
• 22104-81-0 (2E)-dodec-2-en-1-ol 

Downstream Products

• 222847-17-8 (-)-tert-butyl (2R,3R,4R)-2[(tert-butyldimethylsiloxy)methyl]-4-[(E)-(4R,5R)-epoxy-1-oxotetradec-2-en-1-yl]-3-(ethoxydiphenylsilyl)-4-hydroxy-5-oxopyrrolidine-1-carboxylate 
• 222847-93-0 (-)-tert-butyl (2R,3R,4R)-2[(tert-butyldimethylsiloxy)methyl]-4-[(E)-(4S,5S)-epoxy-1-oxotetradec-2-en-1-yl]-3-(ethoxydiphenylsilyl)-4-hydroxy-5-oxopyrrolidine-1-carboxylate 
• 222847-80-5 (-)-tert-butyl (2R,3S,4R)-2-[(tert-butyldimethylsiloxy)methyl]-4-[(E)-(4S,5S)-epoxytetradec-(1R)-hydroxy-2-en-1-yl]-3-(ethoxydiphenylsilyl)-5-oxopyrrolidine-1-carboxylate 

Relevant articles and documents

Scalable synthesis of the pink gypsy moth Lymantria mathura sex pheromone (-)-mathuralure

Mathuralure (1) is the major sex pheromone component of the pink gypsy moth Lymantria mathura, a potentially devastating invasive species to North America. To support population monitoring of this moth, a gram-scale synthesis of (-)-mathuralure (1) was developed. This process relies on coupling an alkynyl lithium species with a chloroepoxide and provides access to the natural product in a 10% yield over 10 steps.

Fleming-Tamao oxidation and masked hydroxyl functionality: Total synthesis of (+)-pramanicin and structural elucidation of the antifungal natural product (-)-pramanicin

The total synthesis of (+)-pramanicin (41b) is reported, thereby establishing the relative and absolute stereochemistry of the naturally occurring antifungal agent. The key steps involve (i) conjugate addition of the diethyl((diethylamino)diphenylsilyl)zincate to a suitably protected γ- lactam 3 and quenching of the resultant enolate with the α,β-unsaturated γ,δ-epoxy aldehyde 2 (X = H), (ii) Ni(acac)2-catalyzed hydroxylation of a β-dicarbonyl array, and (iii) Fleming-Tamao oxidation to reveal the masked C-3 hydroxyl group.