306296-67-3

Basic information

• Product Name: 1-N-ALLOC-4-PIPERIDONE
• Synonyms: 1-ALLYLOXYCARBONYL-4-PIPERIDONE;1-N-ALLOC-4-PIPERIDONE;1-N-ALOC-PIPERIDONE;4-OXO-PIPERIDINE-1-CARBOXYLIC ACID ALLYL ESTER;1-Piperidinecarboxylicacid,4-oxo-,2-propenylester(9CI);N-Allyloxycarbonyl-4-piperidone;1-Piperidinecarboxylic acid, 4-oxo-, 2-propen-1-yl ester;allyl 4-oxopiperidine-1-carboxylate
• CAS NO: 306296-67-3
• Molecular Formula: C₉H₁₃NO₃
• Molecular Weight: 183.2
• Product Categories: CARBOXYLICESTER;pharmacetical
• Mol File: 306296-67-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 287.1 °C at 760 mmHg
• Flash Point: 127.4 °C
• Appearance: /
• Density: 1.146 g/cm³
• Vapor Pressure: 0.00254mmHg at 25°C
• Refractive Index: 1.496
• PKA: -1.52±0.20(Predicted)
• CAS DataBase Reference: 1-N-ALLOC-4-PIPERIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-ALLOC-4-PIPERIDONE(306296-67-3)
• EPA Substance Registry System: 1-N-ALLOC-4-PIPERIDONE(306296-67-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 306296-67-3(Hazardous Substances Data)

Usage

Uses

N-Allyloxycarbonyl-4-piperidone has been used as a reactant in the preparation of orally available spirodiketopiperazine-based CCR5 antagonists as antivirals.

InChI:InChI=1/C9H13NO3/c1-2-7-13-9(12)10-5-3-8(11)4-6-10/h2H,1,3-7H2

Upstream product

• 177-11-7 4,4-ethylenedioxy-piperidine 
• 40064-34-4 piperidine-4,4-diol hydrochloride 
• 2937-50-0 Allyl chloroformate 

Downstream Products

• 306296-97-9 C₂₀H₂₉F₃N₂O₃ 
• 306296-98-0 C₂₀H₂₉F₃N₂O₃ 
• 942292-29-7 N-phenethylpiperidin-4-amine 
• 1621105-41-6 allyl (S)-4-(N-benzyl-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-4-(benzylcarbamoyl)piperidine-1-carboxylate 
• 1621105-16-5 allyl (S)-4-(N-benzyl-2-((tert-butoxycarbonyl)amino)-4-methoxy-4-oxobutanamido)-4-(benzylcarbamoyl)piperidine-1-carboxylate 
• 1621105-54-1 methyl (S)-4-(benzyl(4-(benzylcarbamoyl)piperidin-4-yl)amino)-3-((tert-butoxycarbonyl)amino-4-oxobutanoate) 
• 306296-85-5 C₂₇H₃₅N₃O₂ 

Relevant articles and documents

Highly functionalised sulfur-based silica scavengers for the efficient removal of palladium species from active pharmaceutical ingredients

The use of multidentate sulfur-based silica scavengers 1,2, and 3 as highly effective adsorbents for the removal of precious metals, specifically palladium residues in this paper, from highly functionalised synthetic intermediates and APIs is described. The synthesis and purification of the polar and electron-rich reaction products, containing multiple functional groups, from palladium-catalysed removals of commonly used protecting groups such as benzyl, benzyloxycarbonyl, and allyloxycarbonyl and Sonogashira, Suzuki, Heck, and Buchwald-Hartwig coupling reactions is reported. The significant levels of residual palladium species, typically associated with these reaction products, are successfully and rapidly removed to below acceptable regulatory levels, of less than 5 ppm, by simple, unoptimised treatment with the designed silica scavengers at room temperature. Performance aspects, including broad solvent compatibility, excellent stability, and high metal affinity, combined with large-scale availability, ease of handling, and minimal loss of API make these silica scavengers particularly useful to process development groups.