165879-50-5

Basic information

• Product Name: (+)-(benzoyl)-2 phenyl-3 diazabicyclo-1,3 <3,3,O> octane
• Synonyms: (+)-(benzoyl)-2 phenyl-3 diazabicyclo-1,3 <3,3,O> octane
• CAS NO: 165879-50-5
• Molecular Weight: 292.381
• Mol File: 165879-50-5.mol

Chemical Properties

• CAS DataBase Reference: (+)-(benzoyl)-2 phenyl-3 diazabicyclo-1,3 <3,3,O> octane(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(benzoyl)-2 phenyl-3 diazabicyclo-1,3 <3,3,O> octane(165879-50-5)
• EPA Substance Registry System: (+)-(benzoyl)-2 phenyl-3 diazabicyclo-1,3 <3,3,O> octane(165879-50-5)

Safety Data

• Hazardous Substances Data: 165879-50-5(Hazardous Substances Data)

Upstream product

• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 25746-83-2 (2S)-N-phenylpyrrolidine-2-carboxamide 
• 147-85-3 L-proline 
• 64030-42-8 benzyl (2S)-2-(phenylcarbamoyl)pyrrolidine-1-carboxylate 
• 78146-52-8 phenylglyoxal monohydrate 
• 64030-44-0 (2S)-2-(anilinomethyl)pyrrolidine 
• 1074-12-0 phenylglyoxal hydrate 

Downstream Products

• 91704-75-5 (S)-(-)-1-cyclohexyl-1-phenyl-1,2-etanediol 
• 165879-52-7 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-phenylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane 
• 165557-44-8 2-<(1'R)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-phenylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane 
• 201942-95-2 (-)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacetamide 
• 20585-34-6 (S)-cyclohexylmandelic acid 
• 20585-33-5 S-(+)-phenyl-2 cyclohexyl-2 hydroxy-2 acetate de methyle 
• 20585-32-4 (S)-(+)-2-cyclohexyl-2-hydroxy-2-phenylacetaldehyde 

Relevant articles and documents

Stereocontrolled route to some optically active β-hydroxy phosphine oxides using the stereoselective addition of metallated phosphine oxides to proline-derived keto aminals

An asymmetric Horner-Wittig addition reaction with a chiral auxiliary attached to the electrophile is described. The key step is the addition of metallated phosphine oxides to Mukaiyama's proline-derived keto aminals (for which improved syntheses are described) and a detailed study of the factors affecting the stereoselectivity of these reactions is presented. In particular, by suitable choice of metallation conditions, complementary stereoselectivities are observed: reactions in THF with no additives are syn selective (Felkin non-chelation control) whereas reactions in toluene with added lithium bromide are anti selective (Cram chelation control).

Enatioselective Addition of Diethylzinc to Aldehydes Catalyzed by Chiral Hydroxy Aminal

Chiral secondary alcohols are obtained in high enantiomeric excesses (ee's) by enantioselective addition of diethylzinc to aldehydes in the presence of a chiral hydroxy aminal derived from (S)-2-(anilinomethyl)pyrrolidine.

Dedoublement et determination de la configuration absolue des enantiomeres de l'acide (thienyl-3)-2 cyclohexyl-2 hydroxy-2 acetique. Application a la synthese d'esters anticholinergiques du quinuclidinol-3

Enantiomeric 2-(3-thienyl)-2-cyclohexyl-2-hydroxy acetic acids 1 were obtained by the resolution of (+/-)-1 using (+)- and (-)-ephedrine as the resolving agents, and by asymmetric synthesis; (+)-1 was assigned S absolute configuration (i) by comparing the circular dichroism spectra of a series of derivatives of 1 with those of the corresponding derivatives of S-(+)-2-phenyl-2-cyclohexyl-2-hydroxy acetic acid 1', and (ii) by application of the quasi-racemate method.On transesterification of the methyl esters of 1, R-(+)-2 and S-(-)-2, with R-(-)- or S-(+)-1-azabicyclo-3-octanol (or 3-quinuclidinol), the four diastereoisomers of 3-quinuclidinyl 2-(3-thienyl)-2-cyclohexyl-2-hydroxy-acetate were obtained, i.e., (+)-2R, 3'S-6, (-)-2S, 3'R-6, (+)-2R, 3'R-7, and (-)-2S, 3'S-7.These compounds exhibited anticholinergic activity.