137820-98-5

Basic information

• Product Name: (S)-1-azabicyclo<2.2.2>-oct-3-yl-(R)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate
• Synonyms: (S)-1-azabicyclo<2.2.2>-oct-3-yl-(R)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate
• CAS NO: 137820-98-5
• Molecular Weight: 463.315
• Mol File: 137820-98-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-1-azabicyclo<2.2.2>-oct-3-yl-(R)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-azabicyclo<2.2.2>-oct-3-yl-(R)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate(137820-98-5)
• EPA Substance Registry System: (S)-1-azabicyclo<2.2.2>-oct-3-yl-(R)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate(137820-98-5)

Safety Data

• Hazardous Substances Data: 137820-98-5(Hazardous Substances Data)

Upstream product

• 137820-95-2 (R)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetic acid 
• 3684-26-2 (S)-quinuclidin-3-ol 
• 137820-94-1 (R)-α-hydroxy-α-(4-aminophenyl)-α-phenylacetic acid 
• 126923-27-1 (R)-(+)-α-hydroxy-α-(4-nitrophenyl)-α-phenylacetic acid 

Relevant articles and documents

Synthesis of the Four Stereoisomers of 1-Azabicyclooct-3-yl-α-hydroxy-α-(4-phenylboronic acid)-α-phenylacetae (QNB-Boronic acid), including a preparative HPLC method to separate diastereoisomeric mixtures with high optical purity

The four stereoisomers of 1-azabicyclooct-3-yl-α-hydroxy-α-(4-phenylboronic acid)-α-phenylacetate (QNB boronic acids, 1a-1d) were synthesized initially via 1-azabicyclooct-3-yl-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate (iodo-QNBs, 6a-6d) using an adaptation of a published procedure.The number of steps involved were reducted substantially using a distinctly different approach.This involved the synthesis of diastereoisomers of QNB-boronic acid, followed by separation and isolation of enantiomers by preparative reversed-phase HPLC.An improved method of synthesis of α-hydroxy-α-(4-aminophenyl)-α-phenyl-acetic acid (3a and 3b) from α-hydroxy-α-(4-nitrophenyl)-α-phenylacetic acid (2a and 2b) is also described.