216769-41-4

Upstream product

• 196929-85-8 (R)-N-benzylidene-2-methylpropane-2-sulfinamide 
• 216769-51-6 tert-butyl (S)-{2-[methoxy(methyl)amino]-2-oxo-1-phenylethyl}carbamate 
• 216769-56-1 (2E,4R)-4-(t-butoxycarbonylamino)-4-phenylbutenbutenoic acid methyl ester 
• 98-88-4 benzoyl chloride 
• 2900-27-8 (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid 
• 2935-35-5 (S)-2-phenylglycine 
• 257296-52-9 (E)-(R)-4-tert-Butoxycarbonylamino-4-phenyl-but-2-enoic acid ethyl ester 
• 303766-34-9 N-((E)-(R)-4-Hydroxy-1-phenyl-but-2-enyl)-benzamide 
• 216769-62-9 (4R)-4-(N-tert-butoxycarbonyl)amino-4-phenyl-2-buten-1-ol 
• 298208-79-4 (E)-(R)-4-Amino-4-phenyl-but-2-en-1-ol 
• 163061-19-6 (2S)-2-tert-butoxycarbonylamino-2-phenylacetaldehyde 
• 117049-14-6 tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate 

Downstream Products

• 208935-34-6 (4S-trans)-4,5-dihydro-2,4-diphenyl-5-(2-hydroxyethyl)oxazoline 
• 201047-53-2 (4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbaldehyde 
• 148700-85-0 L 733060 
• 159249-47-5 tert-butyl (2S,3S)-3-hydroxy-2-phenylpiperidine-1-carboxylate 
• 148701-46-6 cis-(3S)-hydroxy-(2S)-phenylpiperidine 
• 562817-60-1 (2S,3S)-1-(tert-butyloxycarbonyl)-2-phenyl-3-[(3,5)-bis(trifluoromethyl)benzyloxy]piperidine 
• 846044-72-2 (5S,6S)-5-hydroxy-6-phenylpiperidin-2-one 
• 846044-71-1 3-((4S,5S)-2,4-Diphenyl-4,5-dihydro-oxazol-5-yl)-propionic acid methyl ester 
• 208935-40-4 (4S-trans)-4,5-dihydro-2,4-diphenyloxazoline-5-acetic Acid 
• 158722-22-6 (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid 
• 136693-02-2 (-)-N-((1S,2S)-2-hydroxy-1-phenyl-3-butenyl)benzamide 

Relevant academic research and scientific papers

Stereospecific ring expansion of chiral vinyl aziridines

In this report, it is demonstrated that chiral vinyl aziridines can be stereospecifically ring expanded. This synthetic approach allows controlled access to chiral 2,5-cis-or 2,5-trans-3-pyrroline products from starting materials with the appropriate aziridine geometry. Twenty three ring expansion examples, most of which feature a stereospecific cyclization, are presented.(Figure Presented)

Process for the preparation of oxazoline compound

The present invention relates to a process for the preparation of an oxazoline compound which is easily chemically converted to a beta-amino-alpha-hydroxy acid or a gamma-amino-beta-hydroxy acid. The method comprises producing a compound of the following formula (4) using alpha -amino acid. The produced compound (4) is subjected to an intramolecular cyclization to produce an oxazoline compound of the following formula (3). The oxazoline compound (3) is oxidized at a vinyl group with RuCl3 or NaIO4 to produce an oxazoline compound of the following formula (1) which is easily chemically converted to a beta-amino-alpha-hydroxy acid. Alternatively, the oxazoline compound (3) may also be treated with 9-borabiclo[3.3.1]nonane such that a hydroxy group is introduced into the end of the vinyl group of the oxazoline compound(3). The introduced end hydroxy group is oxidized with RuCl3 or NaIO4 to produce an oxazoline compound of the following formula (2) which is easily chemically converted to a gamma-amino-hydroxy acid.

Stereoselective synthesis of oxazoline derivative

The present invention relates to stereoselective synthetic method of oxazoline derivative. More particularly, it relates to a synthetic method of oxazoline derivative having the structure of formula I. wherein R represents phenyl, benzyl, methyl, ethyl, i

Stereoselective intramolecular cyclization of allyl and homoallyl benzamide via π-allylpalladium complex catalyzed by Pd(0)

The transformation of acyclic allylic benzamides 4 and homoallylic benzamides 12 to vinyl oxazolines 3 is achieved in the presence of base by the catalysis and Pd(0) in high yield and with high diastereoselectivity. Especially, in the case of homoallylic benzamides 12, trans-oxazolines 3 are formed exclusively or predominantly over cis-oxazolines 8, irrespective of the composition of their stereoisomers. The reaction is believed to proceed via the same π-allylpalladium complex that arises from either primary or secondary allylic acetates. We applied this method to the syntheses of β- amino-α-hydroxy acids 1 and γ-amino-β-hydroxy acids 2, conveniently protected as oxazoline.

A highly stereocontrolled asymmetric synthesis of the Taxol C-13 side chain; (4S, 5R)-2,4-Diphenyloxazoline-5 carboxylic acid

A stereoselective synthesis of (4S, 5R)-2,4-diphenyloxaline-5-carboxylic acid, a precursor of the Taxol C-13 side chain was achieved using palladium- catalyzed oxazoline formation reaction from commercially available amino acid.