180854-44-8

Basic information

• Product Name: (S)-1-Boc-4-oxo-piperidin...
• Synonyms: (S)-1-Boc-4-oxo-piperidin...;(S)-1-Boc-4-oxo-piperidine-2-carboxylic acid Methyl ester;Ethyl (S)-(-)-1-Boc-4-oxopiperidine-2-carboxylate, 95%;1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester, (2S)-;(S)-1-Boc-4-oxo-piperidine-2-carboxylic acid ethyl ester;Ethyl (S)-N-(tert-butoxycarbonyl)-4-oxo-2-pipecolate;1-tert-butyl 2-ethyl (2S)-4-oxopiperidine-1,2-dicarboxylate;(S)-1-tert-Butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylate
• CAS NO: 180854-44-8
• Molecular Formula: C10H17NO3
• Molecular Weight: 199.24688
• Mol File: 180854-44-8.mol
• Article Data: 2

Chemical Properties

• Flash Point: >110°(230°F)
• Appearance: /
• Density: 1.079 g/mL at 25 °C
• Refractive Index: 1.4600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (S)-1-Boc-4-oxo-piperidin...(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-Boc-4-oxo-piperidin...(180854-44-8)
• EPA Substance Registry System: (S)-1-Boc-4-oxo-piperidin...(180854-44-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 180854-44-8(Hazardous Substances Data)

Usage

Description

(S)-1-Boc-4-oxo-piperidine-2-carboxylic acid (1-Boc-4-oxopiperidine-2-carboxylate) is a chiral organic compound that features a Boc-protected piperidine ring with a 4-oxo (carbonyl) group and a carboxylic acid functionality at the 2-position. (S)-1-Boc-4-oxo-piperidin... is characterized by its stereochemistry, with the "S" configuration indicating the spatial arrangement of the atoms around the chiral center.

Uses

Used in Pharmaceutical Synthesis:
(S)-1-Boc-4-oxo-piperidine-2-carboxylic acid is used as an intermediate in the synthesis of various pharmaceutical compounds. Its Boc-protected structure allows for selective reactions to occur at the 4-oxo position without affecting the piperidine ring, which is crucial for the development of complex drug molecules.
Used in Organic Chemistry:
In organic chemistry, (S)-1-Boc-4-oxo-piperidine-2-carboxylic acid is used as a building block for the preparation of diverse organic molecules, including natural products and bioactive compounds. Its unique structure and functional groups enable it to participate in various synthetic transformations, such as the one-pot in situ formation and reaction of trimethyl (trichloromethyl) silane.
Used in the Synthesis of 2,2,2-Trichloromethylcarbinols:
(S)-1-Boc-4-oxo-piperidine-2-carboxylic acid finds application in the synthesis of 2,2,2-trichloromethylcarbinols, which are valuable synthetic equivalents for the preparation of various organic compounds. The one-pot in situ formation and reaction of trimethyl (trichloromethyl) silane with the compound allows for the efficient synthesis of these valuable intermediates.

Upstream product

• 180675-03-0 (S)-5-[(3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-4-oxa-5-aza-spiro[2.4]heptane-6-carboxylic acid ethyl ester 
• 180675-05-2 (S)-1-[(3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-4-oxo-piperidine-2-carboxylic acid ethyl ester 
• 357154-19-9 (1'R,2S)-4-oxo-1-(1'-phenylethyl)-piperidine-2-carboxylic acid ethyl ester 
• 357154-22-4 (1'R)-2-[1'-phenylethyl]-5-(2-hydroxyethyl)isoxazolidine-3-carboxylic acid ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 180675-07-4 (2S)-4-oxopiperidine-2-carboxylic acid ethyl ester 

Downstream Products

• 180854-45-9 ethyl cis-4-hydroxy-N-t-butoxycarbonyl-2-piperidinecarboxylate 

Relevant articles and documents

Practical synthesis of both enantiomers of protected 4-oxopipecolic acid

A new synthesis of both enantiomers of protected 4-oxopipecolic acid was achieved in six steps via 1,3-dipolar cycloaddition of C-ethoxycarbonyl N-(1R)-phenylethylnitrone to but-3-en-1-ol.