91265-68-8

Basic information

• Product Name: N-(cyclopropylmethyl)normorphinone
• Synonyms: N-(cyclopropylmethyl)normorphinone
• CAS NO: 91265-68-8
• Molecular Formula: C20H21NO3
• Molecular Weight: 323.38564
• Mol File: 91265-68-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 524.6°Cat760mmHg
• Flash Point: 271.1°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 1.26E-11mmHg at 25°C
• Refractive Index: 1.707
• CAS DataBase Reference: N-(cyclopropylmethyl)normorphinone(CAS DataBase Reference)
• NIST Chemistry Reference: N-(cyclopropylmethyl)normorphinone(91265-68-8)
• EPA Substance Registry System: N-(cyclopropylmethyl)normorphinone(91265-68-8)

Safety Data

• Hazardous Substances Data: 91265-68-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H21NO3/c22-15-5-3-12-9-14-13-4-6-16(23)19-20(13,17(12)18(15)24-19)7-8-21(14)10-11-1-2-11/h3-6,11,13-14,19,22H,1-2,7-10H2/t13-,14+,19-,20-/m0/s1

Upstream product

• 91280-58-9 3-(tert-butyldimethylsilyl)-17-(cyclopropylmethyl)normorphinone 
• 5083-80-7 N-(cyclopropylmethyl)northebaine 
• 928045-37-8 C₂₂H₂₇NO₄ 
• 16590-41-3 Naltrexone 
• 16617-07-5 naltrexone methyl ether 
• 1976-45-0 17-(cyclopropylmethyl)normorphine 
• 91265-74-6 3-(tert-butyldimethylsilyl)-17-(cyclopropylmethyl)normorphine 
• 91265-71-3 3,17-bis<(vinyloxy)carbonyl>normorphine 
• 91265-72-4 3-<(vinyloxy)carbonyl>normorphine hydrobromide 
• 57-27-2 MORPHIN 

Relevant articles and documents

A new useful conversion method of naltrexone to 14-deoxynaltrexone

A novel synthetic method of 14-deoxynaltrexone (2), a μ-opioid receptor antagonist possessing a new message-structural part of opioid ligands, was established. Naltrexone methyl ether (5) was first converted to its acetal (24), followed by dehydration with thionyl chloride in pyridine to afford 8,14-dehydroderivative (26) of 24. The resulting unsaturated compound (26) was reduced with PtO2 under hydrogen to give saturated compound (27), which was then acid-hydrolyzed to afford the desired 14-deoxynaltrexone (23) (3-O-methyl of 2) without degradation of the naltrexone skeleton. The total yield from naltrexone (1) to 23 was 86%. Finally, 23 was demethylated to give 14-deoxynaltrexone (2) in 85% yield. This method provides a useful reaction route to give various important intermediates as a message part to synthesize selectives ligands for the opioid receptor subtypes.