91586-51-5

Basic information

• Product Name: (4aR,8aS)-N'-[Octahydro-naphthalen-(2E)-ylidene]-hydrazinecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS NO: 91586-51-5
• Molecular Weight: 348.529
• Mol File: 91586-51-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4aR,8aS)-N'-[Octahydro-naphthalen-(2E)-ylidene]-hydrazinecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4aR,8aS)-N'-[Octahydro-naphthalen-(2E)-ylidene]-hydrazinecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester(91586-51-5)
• EPA Substance Registry System: (4aR,8aS)-N'-[Octahydro-naphthalen-(2E)-ylidene]-hydrazinecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester(91586-51-5)

Safety Data

• Hazardous Substances Data: 91586-51-5(Hazardous Substances Data)

Upstream product

• 1579-21-1 2-decalone 
• 357219-75-1 (-)-menthyl N-aminocarbamate 

Relevant articles and documents

Enantioselectivity of Microbial Hydrolysis of (+/-)-Decahydro-2-naphthyl Acetates. Preparation and Absolute Configurations of Chiral Decahydro-2-naphthols

Absolute configurations of chiral decahydro-2-naphthols, which were obtained by microbial hydrolysis of corresponding (+/-)-acetates and chloroacetates, were elucidated by chemical correlation to (4aS,8aS)-trans-octahydro-2(1H)-naphthalenone (5).Decarboxylation of the (-)-α-methylbenzylamine salt of (-)-2-oxo-2,3,4,4a,5,6,7,8-octahydro-4a-naphthalenecarboxylic acid (1a) gave (+)-(S)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone (3), which was reduced with lithium in liquid ammonia to (+)-(4aS,8aS)-trans-octahydro-2(1H)-naphthalenone (5).Catalytic hydrogenation of (-)-3gave (-)-(4aR,8aS)-cis-octahydro-2(1H)-naphthalenone (4), which was already obtained by oxidation of (-)-cis,cis-decahydro-2-naphthol (7) with chromic acid.These results mean that (-)-7 has the 2S,4aR,8aS configuration.Furthermore, the absolute configuration of (-)-7 was confirmed by X-ray analysis of its p-bromobenzoate.