454451-70-8

Basic information

• Product Name: (3S)-(8R)-(8aR)-methyl-5-oxo-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-8-carboxylic acid methyl ester
• Synonyms: (3S)-(8R)-(8aR)-methyl-5-oxo-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-8-carboxylic acid methyl ester
• CAS NO: 454451-70-8
• Molecular Weight: 289.331
• Mol File: 454451-70-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3S)-(8R)-(8aR)-methyl-5-oxo-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-8-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-(8R)-(8aR)-methyl-5-oxo-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-8-carboxylic acid methyl ester(454451-70-8)
• EPA Substance Registry System: (3S)-(8R)-(8aR)-methyl-5-oxo-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-8-carboxylic acid methyl ester(454451-70-8)

Safety Data

• Hazardous Substances Data: 454451-70-8(Hazardous Substances Data)

Upstream product

• 814-68-6 acryloyl chloride 
• 476187-10-7 (Z)-3-((S)-2-Hydroxy-1-phenyl-ethylamino)-but-2-enoic acid methyl ester 
• 595582-07-3 1-(2-hydroxy-(1S)-phenyl-ethyl)-2-methyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester 
• 725250-70-4 (Z)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-but-2-enoic acid methyl ester 
• 595582-03-9 1-[2-(tert-butyl-dimethyl-silanyloxy)-(1S)-phenyl-ethyl]-2-methyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester 
• 20989-17-7 (2S)-2-phenylglycinol 
• 120417-13-2 (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethylamine 
• 454451-67-3 (3S)-(8S)-(8aR)-methyl-5-oxo-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-8-carboxylic acid methyl ester 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 1864003-05-3 (2S,3R)-2-Methyl-piperidine-3-carboxylic acid methyl ester 

Relevant articles and documents

Enantioselective synthesis of indolizidine and quinolizidine derivatives from chiral non-racemic bicyclic lactams

Chiral non-racemic bicyclic lactams 2b,c, derived from (R)- and (S)-phenylglycinol, were used in the enantioselective synthesis of (-)-lupinine and 5-epitashiromine, respectively. The efficiency of the synthesis relied on the high diastereoselectivities of formation and reduction of compounds 2b,c.

Synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines

The synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines 4 is described. The key step of the synthesis involves the stereoselective reduction of chiral nonracemic lactams 2 by using BH3·Me2S. A rationalization of the stereoselectivity is presented.