112522-10-8

Basic information

• Product Name: 5H-Oxazolo[3,2-a]pyridine-3-methanol, hexahydro-5-hydroxy-5,6,8a-trimethyl-2-phenyl-6-(phenylmethyl)-
• CAS NO: 112522-10-8
• Molecular Formula: C24H31NO3
• Molecular Weight: 381.515
• Mol File: 112522-10-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5H-Oxazolo[3,2-a]pyridine-3-methanol, hexahydro-5-hydroxy-5,6,8a-trimethyl-2-phenyl-6-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Oxazolo[3,2-a]pyridine-3-methanol, hexahydro-5-hydroxy-5,6,8a-trimethyl-2-phenyl-6-(phenylmethyl)-(112522-10-8)
• EPA Substance Registry System: 5H-Oxazolo[3,2-a]pyridine-3-methanol, hexahydro-5-hydroxy-5,6,8a-trimethyl-2-phenyl-6-(phenylmethyl)-(112522-10-8)

Safety Data

• Hazardous Substances Data: 112522-10-8(Hazardous Substances Data)

Usage

Core structure

oxazolo[3,2-a]pyridine

Functional groups present

methanol, hydroxyl, methyl, phenyl, phenylmethyl

Applications

potential pharmaceutical and chemical industry applications

Unique features

multiple functional groups, complex organic structure, potential biological activity

Upstream product

• 101979-97-9 (2S,3S,8aR)-3-Hydroxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 3128-06-1 5-ketohexanoic acid 
• 28143-91-1 (1S,2S)-2-amino-1-phenyl-1,3-diol 
• 116950-01-7 (2S,3S,8aR)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5-oxo-5H-oxazolo<3,2-a>pyridine 
• 100-39-0 benzyl bromide 
• 917-54-4 methyllithium 
• 112573-71-4 (2S,3S,6R,8aR)-6-Benzyl-3-hydroxymethyl-6,8a-dimethyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 

Downstream Products

• 112522-14-2 (R)-6-Benzyl-3,6-dimethyl-cyclohex-2-enone 
• 112522-15-3 (R)-3,4-dimethyl-4-benzylcyclohexen-2-one 
• 112522-12-0 (R)-3-methyl-3-benzyl-2,6-heptadienone 

Relevant articles and documents

AN ASYMMETRIC SYNTHESIS OF 4,4- AND 6,6-DIALKYLCYCLOHEXENONES AND 4,4- AND 5,5-DIALKYLCYCLOPENTENONES. APPLICATION TO THE TOTAL SYNTHESIS OF (-)-SILPHIPERFOL-6-ENE

Chiral amino alcohols have been transformed into bicyclic lactams 1 and 6 which, after metalation and alkylation, gave high diastereomeric ratios of 2,2-dialkyl quaternaly products, 29 and 12, respectively.Addition of organolithium reagents to the carbonyl of these lactams, followed by acidic cleavage, leads to enantiomerically pure cyclohex-2-enones and cyclopent-2-enones.This process was also applied to a key, chiral cyclopentenone 39, which was used by Curran, in racemic form, to prepare the angular triquinane, silphiperfol-6-ene.The total asymmetric synthesis was carried out in 6.6percent yield over nine steps.