219794-81-7

Basic information

• Product Name: (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine
• Synonyms: (1S,2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine
• CAS NO: 219794-81-7
• Molecular Formula: C₁₀H₁₉NO
• Molecular Weight: 169.26
• Mol File: 219794-81-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 252.6°C at 760 mmHg
• Flash Point: 106°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine(219794-81-7)
• EPA Substance Registry System: (2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine(219794-81-7)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 2
• Hazardous Substances Data: 219794-81-7(Hazardous Substances Data)

Usage

Description

(2R,4S,5R)-2-Hydroxymethyl-5-ethylquinuclidine, also known as HEQ, is a chiral quinuclidine derivative featuring a hydroxymethyl and an ethyl group attached to the quinuclidine ring. It is a member of the quinuclidine class of organic compounds, which are characterized by a piperidine ring fused to a quinuclidine ring. The stereochemistry of HEQ is indicated by its name, and it is widely recognized for its utility as a building block in the synthesis of pharmaceuticals and other organic compounds. The presence of the hydroxymethyl group renders HEQ a valuable intermediate in the production of various drugs and active pharmaceutical ingredients.

Uses

Used in Pharmaceutical Synthesis:
HEQ is utilized as a key intermediate in the synthesis of pharmaceuticals, particularly for the development of drugs targeting the central nervous system. Its unique structure and chirality allow for the creation of enantiomerically pure compounds, which is crucial for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Organic Chemistry:
In the field of organic chemistry, HEQ serves as a versatile building block for the synthesis of complex organic molecules. Its hydroxymethyl and ethyl substituents can be further modified or used as starting points for the construction of a wide range of organic compounds, making it a valuable asset in the development of new chemical entities.
Used in Active Pharmaceutical Ingredients Production:
HEQ is employed as a precursor in the production of active pharmaceutical ingredients. Its ability to be incorporated into various drug molecules highlights its importance in the pharmaceutical industry, contributing to the development of novel therapeutic agents with improved efficacy and safety profiles.
Used in Chiral Compounds Synthesis:
As a chiral molecule, HEQ is also used in the synthesis of other chiral compounds. The stereochemistry of HEQ can be leveraged to create enantiomerically pure substances, which are essential in various applications, including the development of drugs with specific pharmacological actions and the synthesis of chiral catalysts for asymmetric reactions.

InChI:InChI=1/C10H19NO/c1-2-8-6-11-4-3-9(8)5-10(11)7-12/h8-10,12H,2-7H2,1H3

Upstream product

• 207129-35-9 [(2R,4S,5R)-2-hydroxymethyl-5-vinyl-2-quinuclidine] 

Downstream Products

• 475160-61-3 (1S,2R,4S,5R)-2-(aminomethyl)-5-ethyl-1-azabicyclo[2.2.2]octane 

Relevant articles and documents

New P,N ligands with chiral nitrogen center: Applications in homogeneous catalysis

In order to perform homogeneous asymmetric hydroformylation, hydrosilylation and Grignard cross-coupling reaction, we have developed a new family of P,N ligands derived from quincorine and quincoridine.