154499-09-9

Upstream product

• 86990-51-4 N-benzyloxycarbonyl-5-hexenylamine 
• 78-94-4 methyl vinyl ketone 
• 87905-98-4 5-<(benzyloxycarbonyl)amino>pentanol 
• 501-53-1 benzyl chloroformate 
• 106412-35-5 N-benzyloxycarbonyl-2-piperidone 
• 675-20-7 piperidin-2-one 
• 69622-67-9 benzyl 2-hydroxypiperidine-1-carboxylate 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 

Downstream Products

• 249744-06-7 3-[2-oxo-3-(1-benzyloxycarbonyl-2-piperidyl)propyl]-4(3H)-quinazolinone 
• 184535-17-9 (-)-(2S)-(2-oxopropyl)piperidine-1-carbamic acid benzyl ester 
• 184535-06-6 (+)-(2R)-(2-oxopropyl)piperidine-1-carbamic acid benzyl ester 
• 154499-15-7 Acetic acid (E)-(R)-7-benzyloxycarbonylamino-1-methyl-hept-2-enyl ester 
• 154499-08-8 (E)-benzyl 7-hydroxyoct-5-enylcarbamate 

Relevant academic research and scientific papers

Microwave-assisted organocatalytic enantioselective intramolecular aza-Michael reaction with α,β-unsaturated ketones

An organocatalytic enantioselective intramolecular aza-Michael reaction of carbamates bearing conjugated ketones as Michael acceptors is described. By using 9-amino-9-deoxy-epi-hydroquinine as the catalyst and pentafluoropropionic acid as a co-catalyst, a series of piperidines, pyrrolidines, and the corresponding benzo-fused derivatives (indolines, isoindolines, tetrahydroquinolines, and tetrahydroisoquinolines) can be obtained in excellent yields and enantioselectivities. In addition, the use of microwave irradiation at 60 °C improves the efficiency of the process giving rise to the final products with comparable yields and enantiomeric excesses. Some mechanistic insights are also considered.

Asymmetric catalyzed intramolecular aza-Michael reaction mediated by quinine-derived primary amines

An intramolecular organocatalytic enantioselective aza-Michael reaction of carbamates, sulfonamides and acetamides to α,β-unsaturated ketones was developed. This process is promoted by 9-amino-9-deoxy-epi-quinine and diphenyl hydrogen phosphate to afford

Synthesis and antimalarial activity of dldeoxyfebrifugine

dl-Deoxyfebrifugine (3) was synthesized from 2-piperidone (4) by two methods via the Wittig reaction of 2-hydroxypiperidine (6). The antimalarial activity of 3 was discussed.

Construction of Chiral 2-functionalized Piperidine via Enzymatic Resolution and Palladium-catalyzed N-Alkylation

The palladium-catalyzed cyclization of the optically active urethan , which was obtained by enzymatic resolution of the racemic alcohol (1), gave the piperidine 6.This reaction affords highly efficient intramolecular chirality transfer.Compound 6 was converted into (+)-coniine and 2-hydroxymethylpiperidine.