180979-41-3

Basic information

• Product Name: [(1R,6S)-6-(aminomethyl)cyclohex-3-en-1-yl]methanol
• Synonyms: [(1R,6S)-6-(aminomethyl)cyclohex-3-en-1-yl]methanol
• CAS NO: 180979-41-3
• Molecular Weight: 141.213
• Mol File: 180979-41-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [(1R,6S)-6-(aminomethyl)cyclohex-3-en-1-yl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [(1R,6S)-6-(aminomethyl)cyclohex-3-en-1-yl]methanol(180979-41-3)
• EPA Substance Registry System: [(1R,6S)-6-(aminomethyl)cyclohex-3-en-1-yl]methanol(180979-41-3)

Safety Data

• Hazardous Substances Data: 180979-41-3(Hazardous Substances Data)

Upstream product

• 1469-48-3 cis-1,2,3,6-Tetrahydrophthalimide 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 954148-36-8 (1R,2S)-[2-[(acetyloxy)methyl]cyclohex-4-en-1-yl]methyl acetate 
• 98516-10-0 acetic acid (1R,6S)-6-hydroxymethyl-cyclohex-3-enylmethyl ester 
• 180790-14-1 (3aR,7aS)-2-Methanesulfonyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione 
• 180790-20-9 (1R,6S)-6-Methanesulfonylaminocarbonyl-cyclohex-3-enecarboxylic acid isopropyl ester 
• 180790-26-5 N-((1S,6R)-6-Hydroxymethyl-cyclohex-3-enylmethyl)-methanesulfonamide 

Downstream Products

• 483-26-1 (-)-alloyohimbane 

Relevant articles and documents

Enantioselective Syntheses of (–)-Alloyohimbane and (–)-Yohimbane by an Efficient Enzymatic Desymmetrization Process

Enantioselective syntheses of (–)-alloyohimbane and (–)-yohimbane were accomplished in a convergent manner. The key step involves a modified mild protocol for the enantioselective enzymatic desymmetrization of a meso-diacetate. This provides convenient access to an optically active monoacetate in multi-gram quantities and in high enantiomeric purity. This monoacetate was converted to (–)-alloyohimbane. Reductive amination of the derived aldehyde caused isomerization to the trans-product and, ultimately, the formation of (–)-yohimbane.