41758-66-1

Basic information

• Product Name: (±)-Stemonamine
• Synonyms: (±)-Stemonamine;rac-(8S*,8aS*)-3'-Methoxy-6,4'-dimethyl-1,8a-propano-1,2,3,4,5,7-hexahydrospiro[cyclopenta[b]azepine-8(8aH),2'(5'H)-furan]-7,5'-dione;Stemonamine
• CAS NO: 41758-66-1
• Molecular Formula: C18H23NO4
• Molecular Weight: 317.37952
• Mol File: 41758-66-1.mol

Chemical Properties

• Boiling Point: 564.8°Cat760mmHg
• Flash Point: 295.4°C
• Appearance: /
• Density: 1.27g/cm³
• CAS DataBase Reference: (±)-Stemonamine(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-Stemonamine(41758-66-1)
• EPA Substance Registry System: (±)-Stemonamine(41758-66-1)

Safety Data

• Hazardous Substances Data: 41758-66-1(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
(±)-Stemonamine is used as a pharmaceutical compound for its potential therapeutic applications. The expression is: (±)-Stemonamine is used as a pharmaceutical compound for its potential therapeutic applications.
2. Used in Research and Development:
(±)-Stemonamine is used as a research compound for studying its chemical properties, structure, and potential interactions with other molecules. The expression is: (±)-Stemonamine is used as a research compound for studying its chemical properties, structure, and potential interactions with other molecules.
3. Used in Drug Discovery:
(±)-Stemonamine can be used as a starting point for drug discovery, as its unique structure and properties may lead to the development of new therapeutic agents. The expression is: (±)-Stemonamine is used as a starting point for drug discovery, with its unique structure and properties potentially leading to the development of new therapeutic agents.
4. Used in Natural Product Chemistry:
(±)-Stemonamine serves as an example of a naturally occurring alkaloid, contributing to the understanding of the chemical diversity found in nature. The expression is: (±)-Stemonamine is used as an example of a naturally occurring alkaloid, contributing to the understanding of the chemical diversity found in nature.

Relevant articles and documents

Asymmetric Total Synthesis of (?)-Stemonamine and Its Stereochemical Stability

The first asymmetric total synthesis of (?)-stemonamine is described. The key reactions included intramolecular acylation to construct the seven-membered ring and a tandem [2+2] cycloaddition-Dieckmann condensation reaction using an ynolate to form the fully substituted cyclopentenone moiety. Racemization and epimerization of the natural product were first experimentally demonstrated.

First asymmetric total synthesis of (?)-isostemonamine and kinetic analysis of its isomerizations

The first asymmetric total synthesis of (?)-isostemonamine is reported herein. The key reactions include the regioselective oxidation of the diketone, which is reported to be an intermediate in our synthesis of (?)-stemonamine. The chiral high-performance liquid chromatography (HPLC) analysis of the racemization and epimerization of (?)-isostemonamine revealed that isostemonamine isomerizes significantly faster than stemonamine.