1260601-32-8

Basic information

• Product Name: (R)-1-Boc-2-acetyl-piperidine
• Synonyms: (R)-1-Boc-2-acetyl-piperidine;(R)-TERT-BUTYL 2-ACETYLPIPERIDINE-1-CARBOXYLATE
• CAS NO: 1260601-32-8
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.30004
• Mol File: 1260601-32-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-1-Boc-2-acetyl-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-Boc-2-acetyl-piperidine(1260601-32-8)
• EPA Substance Registry System: (R)-1-Boc-2-acetyl-piperidine(1260601-32-8)

Safety Data

• Hazardous Substances Data: 1260601-32-8(Hazardous Substances Data)

Usage

General Description

(R)-1-Boc-2-acetyl-piperidine is a chemical compound that belongs to the class of piperidines, which are commonly used in pharmaceutical and chemical industries. It is a derivative of piperidine with an acetyl group and a Boc (tert-butoxycarbonyl) protecting group attached to its nitrogen atom. (R)-1-Boc-2-acetyl-piperidine is often used as an intermediate in the synthesis of various pharmaceuticals and biologically active molecules. The acetyl group makes it a useful building block for the synthesis of many different compounds, while the Boc protecting group helps to control the reactivity of the piperidine ring during chemical reactions. Overall, (R)-1-Boc-2-acetyl-piperidine is an important chemical intermediate with versatile applications in the synthesis of pharmaceuticals and other organic compounds.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 75-16-1 methylmagnesium bromide 
• 211310-10-0 2-(methoxy-N-methylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester 
• 4043-87-2 pipecolic Acid 
• 98303-20-9 1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid 
• 74651-77-7 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 201991-23-3 2-(Pyridin-2-ylsulfanylcarbonyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 203056-27-3 tert-butyl (2S)-2-{[methoxy(methyl)amino]-carbonyl}piperidine-1-carboxylate 
• 26250-84-0 (S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid 
• 153108-64-6 2(S)-2-(pyridin-2-ylsulfanylcarbonyl)piperidine-1-carboxylic acid 1-tert-butyl ester 

Downstream Products

• 1422193-31-4 2-[2-(2-aminophenyl)-1-methylvinyl]piperidine-1-carboxylic acid tert-butyl ester 
• 1422193-39-2 (Z)-1-Boc-2-(1-(2-azidophenyl)prop-1-en-2-yl)piperidine 
• 1422192-38-8 (Z)-2-(1-(2-azidophenyl)prop-1-en-2-yl)-1-(phenylsulfonyl)piperidine 
• 153108-74-8 (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-<(E)-2-iodo-4-methyl-2-penten-1-yl>piperidine 
• 153108-57-7 (2S)-2-<(R)-1-(benzyloxy)-1-formylethyl>-N-<(E)-2-iodo-4-methyl-2-penten-1-yl>pipridine 
• 153108-69-1 (2S)-N-<(benzyloxy)carbonyl>-2-<(R)-1-(dimethoxymethyl)-1-hydroxethyl>piperidine 
• 153108-72-6 (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine 
• 153108-76-0 (1R,2R,9aS)-1-(benzyloxy)-2-hydroxy-3(E)-isobutylidene-1-methyloctahydroquinolizine 
• 153108-73-7 (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>piperidine 
• 128372-98-5 tert-butyl (6-oxoheptyl)carbamate 

Relevant articles and documents

New and Convenient Syntheses of the Important Roasty, Popcorn-like Smelling Food Aroma Compounds 2-Acetyl-1-pyrroline and 2-Acetyltetrahydropyridine from Their Corresponding Cyclic α-Amino Acids

Novel straightforward syntheses have been developed supplying the important food odorants 2-acetyl-1-pyrroline (AP) and 2-acetyltetrahydropyridine (ATHP) in high yields. The four-step reaction sequence starts from the N-shielded cyclic a-amino acids L-proline and pipecolinic acid, respectively, which, in the first step, are converted into the N-shielded 2-acetyl derivatives. Removing the shielding group with trifluoroacetic acid afforded the 2-acetylpyrrolidine and 2-acetylpiperidine trifluoroacetate, respectively, which, upon increasing the pH of their aqueous solutions to 7.0, are spontaneously oxidized in high yields into AP (43% based on L-proline) or ATHP (35% based on pipecolinic acid), respectively, by air oxygen. The latter step is an important hint at the last step in the yet unclear formation pathways of both odorants in foodstuffs.

Synthesis method of 5-methyl-5-hydroxy-1-azabicyclo[4.4.0] decane-2-one

The invention discloses a synthetic method of 5-methyl-5-hydroxy-1-azabicyclo[4.4.0]decane-2-one, and belongs to the technical field of organic synthesis. The method comprises the following steps: reacting (S)-1-(tert-butyloxycarbonyl)-2-piperidine carboxylic acid adopted as an initial raw material with N,O-dimethyl hydroxylamine hydrochloride to obtain a carbamoyl piperidine intermediate, then carrying out a Grignard reaction to obtain an acetyl piperidine intermediate, then carrying out a Grignard reaction, Boc protection removal and acylation to obtain a diene ring closed precursor, and finally carrying out an olefin metathesis reaction and a hydrogenation reaction to obtain a target product. Two diastereoisomers in the product are split by the preparative liquid chromatography, and thesequence of removing Boc protecting groups is different, so that the dominant spatial configuration control of the diastereoisomers is realized, and the method provides a powerful technical support for the total synthesis of related natural products.

Rh2(II)-catalyzed selective aminomethylene migration from styryl azides

Rh2(II)-Carboxylate complexes were discovered to promote the selective migration of aminomethylenes in β,β-disubstituted styryl azides to form 2,3-disubstituted indoles. Mechanistic data are also presented that suggest that the migration occurs stepwise before diffusion of the iminium ion.