160169-47-1

Basic information

• Product Name: [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester
• Synonyms: [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester;Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-2(E)-Propenoate
• CAS NO: 160169-47-1
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.38
• Product Categories: Chiral Reagents;Heterocycles;Chiral Reagents, Heterocycles
• Mol File: 160169-47-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 438.178°C at 760 mmHg
• Flash Point: 218.803°C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: 00C
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: -3.07±0.40(Predicted)
• CAS DataBase Reference: [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester(160169-47-1)
• EPA Substance Registry System: [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester(160169-47-1)

Safety Data

• Hazardous Substances Data: 160169-47-1(Hazardous Substances Data)

Usage

Description

[R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester is a complex organic compound characterized by its white solid appearance. It is a derivative of piperidinecarboxylic acid, featuring an ethoxy-oxo-propenyl group and a phenylmethyl ester group. [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester is known for its unique chemical properties and potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
[R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester is used as an intermediate in the synthesis of Lentiginosine, a compound with potential pharmaceutical applications. Its role in the synthesis process is crucial for the development of new drugs and therapies.
Used in Chemical Synthesis:
In the field of chemical synthesis, [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester serves as an important intermediate for creating various complex molecules. Its unique structure allows for further functionalization and modification, making it a valuable building block in the synthesis of a wide range of compounds.
Used in Research and Development:
Due to its unique chemical properties and potential applications, [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester is also used in research and development. Scientists and researchers utilize this compound to study its properties, explore its potential applications, and develop new methods for its synthesis and functionalization.

InChI:InChI=1/C18H23NO4/c1-2-22-17(20)12-11-16-10-6-7-13-19(16)18(21)23-14-15-8-4-3-5-9-15/h3-5,8-9,11-12,16H,2,6-7,10,13-14H2,1H3/b12-11+/t16-/m1/s1

Upstream product

• 1068012-41-8 (R)-N-(benzyloxycarbonyl)-2-formylpiperidine 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 28697-07-6 (R)-1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 154499-13-5 benzyl (R)-2-(hydroxymethyl)piperidine-1-carboxylate 
• 1723-00-8 (R)-(+)-pipecolic acid 

Downstream Products

• 125279-72-3 (1R,2R,8aR)-lentiginosine 
• 160169-49-3 (1R,2S,8aR)-1,2-dihydroxy-hexahydroindolizin-3(5H)-one 
• 160096-51-5 (R)-2-((1R,2S)-2-Ethoxycarbonyl-1,2-dihydroxy-ethyl)-piperidine-1-carboxylic acid benzyl ester 

Relevant articles and documents

Stereoselective synthesis of (+)-and (-)-lentiginosine

Simple routes to (1R,2R,8aR)- and (1S,2S,8aS)-lentiginosine have been described, based on Sharpless asymmetric dihydroxylation, starting from (R)- and (S)-pipecolinic acids.