191805-36-4

Basic information

• Product Name: (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile
• Synonyms: (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile
• CAS NO: 191805-36-4
• Molecular Weight: 284.358
• Mol File: 191805-36-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile(191805-36-4)
• EPA Substance Registry System: (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile(191805-36-4)

Safety Data

• Hazardous Substances Data: 191805-36-4(Hazardous Substances Data)

Upstream product

• 191805-32-0 (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione 
• 155395-70-3 (2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 116950-01-7 (2S,3S,8aR)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5-oxo-5H-oxazolo<3,2-a>pyridine 
• 151-50-8 potassium cyanide 
• 191805-34-2 (2S,3S,8aR)-5-Ethylsulfanyl-3-methoxymethyl-8a-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine 

Downstream Products

• 203710-59-2 (2S,3S,7S,8aR)-7-(3-Chloro-propyl)-3-methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 169331-39-9 (S)-3-benzylcyclohexanone 
• 191805-58-0 (2S,3S,7S,8aR)-7-Benzyl-3-methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 191805-56-8 (2S,3S,7S,8aR)-7-Allyl-3-methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 191805-40-0 (2S,3S,7S,8aR)-3-Methoxymethyl-7,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 54307-74-3 (R)-5-methyl-cyclohex-2-enone 
• 203710-44-5 (2S,3S,4aR,7aS,8aR)-4a-Benzyl-3-methoxymethyl-8a-methyl-2-phenyl-octahydro-1-oxa-3a-aza-s-indacen-4-one 

Relevant articles and documents

Chiral bicyclic lactams as homoenolate equivalents: An asymmetric route to 5-substituted cyclohexenones

Bicyclic Lactam 2 was transformed info α-cyanoenamine 8 in a four- step, high-yielding process. γ-Metalation of 8 was achieved using LiTMP in THF/HMPA, and the resultant homoenolate equivalent underwent stereoselective alkylation and subsequent hydrolysis to provide lactams of type 10 as a single diasteraomer. Partial reduction and hydrolysis of lactams 10 furnished enantiopure 5-substituted cyclohexenones 13 in good overall yield.