41719-63-5

Basic information

• Product Name: (1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one
• Synonyms: (1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one
• CAS NO: 41719-63-5
• Molecular Weight: 195.261
• Mol File: 41719-63-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one(41719-63-5)
• EPA Substance Registry System: (1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one(41719-63-5)

Safety Data

• Hazardous Substances Data: 41719-63-5(Hazardous Substances Data)

Upstream product

• 131793-60-7 N-<(2S,3R)-3-hydroxy-2-methylpentanoyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 446246-10-2 (1R,2S,6R,7S)-5-[(1R,2R)-2-hydroxy-2-cyclohexyl-1-(phenylsulfanyl)ethyl]-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0^2,6]decan-4-one 
• 446246-09-9 (1R,2S,6R,7S)-5-[(1R,2R)-2-hydroxy-2-phenyl-1-(phenylsulfanyl)ethyl]-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0^2,6]decan-4-one 
• 131793-65-2 N-<(2S,3S,4R)-4-(benzyloxy)-3-hydroxy-2-methylpentanoyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 131793-65-2 N-<(2R,3R,4S)-4-(benzyloxy)-3-hydroxy-2-methylpentanoyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 131793-59-4 N-(3-cyclohexyl-3-hydroxy-2-methylpropionyl)-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 26944-48-9 glibornuride 
• 108-24-7 acetic anhydride 

Downstream Products

• 446246-08-8 (1R,2S,6R,7S)-1,10,10-trimethyl-5-phenylsulfanylmethyl-3-oxa-5-azatricyclo[5.2.1.0^2,6]decan-4-one 
• 131793-65-2 N-<(2S,3S,4R)-4-(benzyloxy)-3-hydroxy-2-methylpentanoyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 131897-96-6 N-<(2S,3S,4S)-4-(benzyloxy)-3-hydroxy-2-methylpentanoyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 131793-65-2 N-<(2R,3R,4S)-4-(benzyloxy)-3-hydroxy-2-methylpentanoyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 131793-58-3 N-<(2S,3S)-3-hydroxy-2-methyl-3-phenylpropionyl>-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 131793-59-4 N-(3-cyclohexyl-3-hydroxy-2-methylpropionyl)-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo<5.2.1.0^2,6>decane 
• 127393-14-0 N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide 
• 136009-18-2 N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-benzamide 
• 131343-28-7 (1R,2R,3S,4S)-3-benzylamino-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol 
• 136085-88-6 N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2-<(S)-1-benzyloxycarbonyl>prolinamide 
• 136009-18-2 N-((1S,2R,3S,4R)-3-Hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzamide 
• 136009-14-8 (1R,2S,3R,4S)-3-(3,5-dimethylbenzylamino)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol 
• 135969-12-9 (1R,2S,3R,4S)-3-benzylamino-1,77-trimethylbicyclo<2.2.1>heptan-2-ol 
• 446246-10-2 (1R,2S,6R,7S)-5-[(1R,2R)-2-hydroxy-2-cyclohexyl-1-(phenylsulfanyl)ethyl]-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0^2,6]decan-4-one 

Relevant articles and documents

Degradation of oral antidiabetics, I: Reactions of arylsulfonylureas with carboxylic acid

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Asymmetric aldol reactions. A new camphor-derived chiral auxiliary giving highly stereoselective aldol reactions of both lithium and titanium(IV) enolates

A new, conformationally rigid camphor-derived N-propionyloxazolidinone effects asymmetric stereochemical control in syn-selective aldol condensations of the derived lithium and titanium(IV) enolates with a variety of aldehydes. Simple and diastereofacial selectivities of the reaction are high, and diastereomeric purities of the crude aldol adducts can be improved, usually by a single recrystallization, to levels of 98-99% in most cases. The observed facial selectivity is best explained by a transition structure in which intramolecular chelation between the oxazolidinone carbonyl oxygen and the metal induces an enolate π-facial differentiation; the major products observed are those expected from chelation control. Hydrolysis of the exocyclic carbonyl of the aldol adducts led to β-hydroxy-α-methylcarboxylic acids, with recovery of the chiral auxiliary. Consonant double-asymmetric induction with (R)-2-(benzyloxy)propanal gave the product expected from oxazolidinone chelation but nonchelation of the aldehyde benzyloxy group.