106565-71-3

Basic information

• Product Name: (3S 5R 8AS)-(+)-HEXAHYDRO-3-PHENYL-5H-O&
• Synonyms: (3S 5R 8AS)-(+)-HEXAHYDRO-3-PHENYL-5H-O&;(+)-2-Cyano-6-phenyloxazolopiperidine, [3-S-(3α,5β,8ab)]-Hexahydro-3-phenyl-5-H-oxazolo[3,2-a]pyridine-5-carbonitrile;[5H.oxazolo[3,2-a]piperidine-5-Carbonitrice,hexahydro-3-phenyl-[3alpha,5beta,8alpha,beta];(3S,5R,8aS)-3-Phenylhexahydro-2H-oxazolo[3,2-a]pyridine-5-carbonitrile;XL 518 intermediate;5H-Oxazolo[3,2-a]pyridine-5-carbonitrile, hexahydro-3-phenyl-, (3S,5R,8aS)-;(3S 5R 8AS)-(+)-HEXAHYDRO-3-PHENYL-5H-O&
• CAS NO: 106565-71-3
• Molecular Formula: C₁₄H₁₆N₂O
• Molecular Weight: 228.293
• Mol File: 106565-71-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 79-83 °C(lit.)
• Boiling Point: 392.817 °C at 760 mmHg
• Flash Point: 191.369 °C
• Appearance: /
• Density: 1.187 g/cm³
• Vapor Pressure: 2.23E-06mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: (3S 5R 8AS)-(+)-HEXAHYDRO-3-PHENYL-5H-O&(CAS DataBase Reference)
• NIST Chemistry Reference: (3S 5R 8AS)-(+)-HEXAHYDRO-3-PHENYL-5H-O&(106565-71-3)
• EPA Substance Registry System: (3S 5R 8AS)-(+)-HEXAHYDRO-3-PHENYL-5H-O&(106565-71-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 2
• Hazardous Substances Data: 106565-71-3(Hazardous Substances Data)

Usage

Uses

(3S,5R,8aS)-(+)-Hexahydro-3-phenyl-5H-oxazolo[3,2-a]pyridine-5-carbonitrile can be used as a starting material:To prepare spirocyclic aminochroman derivatives as possible 5-HT1A agonists.In the asymmetric synthesis of aza-analogs of podophyllotoxin as potent antitumor agents.

InChI:InChI=1/C14H16N2O/c15-9-12-7-4-8-14-16(12)13(10-17-14)11-5-2-1-3-6-11/h1-3,5-6,12-14H,4,7-8,10H2/t12-,13-,14+/m1/s1

Upstream product

• 20989-17-7 (2S)-2-phenylglycinol 
• 111-30-8 Glutaraldehyde 

Downstream Products

• 934660-93-2 [14C]-GDC-0973 
• 1597407-58-3 {3-hydroxy-3-[(S)-1-((S)-2-hydroxy-1-phenyl-ethyl)-piperidin-2-yl]-azetidin-1-yl}-(2,3,4-trifluoro-phenyl)-methanone 
• 1369665-02-0 (S)-[3,4-difluoro-2-(2-fluoro-4-iodophenylamino)phenyl][3-hydroxy-3-(piperidin-2-yl)azetidin-1-yl]methanone hemifumarate 
• 1597407-55-0 3-((3S,5R,8aS)-5-cyano-3-phenyl-hexahydro-oxazolo[3,2-a] pyridin-5-yl)-3-hydroxy-azetidine-1-carboxylic acid tert-butyl ester 
• 106488-74-8 (S)-8-Methyl-3-phenyl-5-propyl-decahydro-oxazolo[2,3-j]quinoline-8-carbonitrile 
• 106488-73-7 (S)-6-Methyl-1-phenyl-1,2,4,5,6,7,8,9-octahydro-3aH-oxazolo[3,2-a]quinoline-6-carbonitrile 
• 106488-72-6 (3S,5S,8aS)-5-(4-Oxo-pentyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile 
• 106488-75-9 (S)-8-Methyl-3-phenyl-5-propyl-decahydro-oxazolo[2,3-j]quinoline 
• 27766-71-8 (-)-pumiliotoxin C 
• 106507-96-4 (3S,5S,8aS)-5-(4,4-Dimethoxy-pentyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile 
• 135241-33-7 (3S,5S,8aS)-5-Benzo[1,3]dioxol-5-ylmethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile 

Relevant articles and documents

A kilolaboratory preparation of the CNRS chiral auxiliary

An improved preparation at kilolaboratory scale of the CNRS chiral auxiliary is presented.