1126736-32-0

Upstream product

• 100-39-0 benzyl bromide 
• 41276-30-6 C₉H₁₄O₃NC₆H₅ 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1126736-42-2 (R)-3-benzyl-4-oxopiperidine-3-carboxylic acid ethyl ester 
• 1454-53-1 ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 
• 1126736-29-5 (4S,3R)-N-Boc-3-benzyl-3-ethoxycarbonyl-4-hydroxypiperidine 

Downstream Products

• 1126736-42-2 (R)-3-benzyl-4-oxopiperidine-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Enantioselective benzylation of methyl 4-oxo-3-piperidinecarboxylate with cinchona alkaloids phase-transfer catalysts

The asymmetric benzylation of methyl 4-oxo-3-piperidinecarboxylate has been investigated, and methyl (R)-1,3-dibenzyl-4-oxopiperidine-3-carboxylate (3c) was obtained by using a phase-transfer catalyst O-allyl-N-9-anthracenemethyl-cindexnine bromide (1k). This synthetic method has the advantages of cheap materials, mild reaction conditions and moderate enantioselectivity, and is useful for preparation of biologically active compounds containing a chiral 3-benzylpiperidine backbone.

Asymmetric synthetic method for Capromorelin chiral intermediate

The invention discloses an asymmetric synthetic method for a Capromorelin chiral intermediate. The method comprises the following steps: enabling 3-ethoxycarbonyl-4-piperidone hydrochloride to react with benzyl bromide in the action of alkalinity, under the action of a cinchona alkaloid phase transfer catalyst, performing an asymmetric alkylation reaction on an obtained compound of 1-benzyl-4-oxopiperidine-3-carboxylic acid ethyl ester and the benzyl bromide, to obtain 1,3-dibenzyl-4-oxopiperidine-3-ethyl formate, through a two-step reaction of removing a Bn protecting group and loading a Bocprotecting group, under a heating condition, to obtain a compound of 3alphaR-benzyl-1-(tert-butyl)oxocarbonyl-2-methyl-4,5,6,7-tetrahydro-2H-pyrazole[4,3-c]pyridine-3-(3H)-ketone, wherein the compoundis an important intermediate of Capromorelin. The method is cheap and easily obtained in raw material, lower in cost, simple and convenient in operation, moderate in reaction condition, and capable of avoiding using chiral resolution or an enzymatic catalysis method to construct a chiral quaternary carbon center, and using cinchona alkaloid as the phase transfer catalyst, wherein a yield is apparently higher than that of a chiral product obtained by using a resolution method, and environmentally friendly without danger.

Daucus carota mediated-reduction of cyclic 3-oxo-amines

Carrots (Daucus carota) were used to reduce cyclic amino-ketones in high yields and enantiomeric excesses. This cheap, eco-compatible, and efficient reducing reagent allows the easy access to precursors of biologically active products.