125736-01-8

Basic information

• Product Name: tert-butyl 2-(1-{[tert-butyl(dimethyl)silyl]oxy}ethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate
• CAS NO: 125736-01-8
• Molecular Formula: C₂₁H₃₉NO₃Si
• Molecular Weight: 381.6248
• Mol File: 125736-01-8.mol

Chemical Properties

• Boiling Point: 413.8°C at 760 mmHg
• Flash Point: 204.1°C
• Density: 0.98g/cm³
• Vapor Pressure: 4.65E-07mmHg at 25°C
• Refractive Index: 1.478
• CAS DataBase Reference: tert-butyl 2-(1-{[tert-butyl(dimethyl)silyl]oxy}ethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-(1-{[tert-butyl(dimethyl)silyl]oxy}ethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate(125736-01-8)
• EPA Substance Registry System: tert-butyl 2-(1-{[tert-butyl(dimethyl)silyl]oxy}ethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate(125736-01-8)

Safety Data

• Hazardous Substances Data: 125736-01-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Tert-butyl 2-(1-[tert-butyl(dimethyl)silyl]oxyethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate is employed as a key intermediate in organic synthesis, particularly for the preparation of complex organic molecules. Its unique structure and reactivity make it a versatile component in the synthesis of various compounds.
Used in Pharmaceutical Drug Development:
In the pharmaceutical industry, tert-butyl 2-(1-[tert-butyl(dimethyl)silyl]oxyethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate is used as a potential precursor in the development of new drugs. Its structural features and chemical properties allow for the exploration of its potential therapeutic applications, making it a promising candidate for further research and development.
Used in Medicinal Chemistry:
Tert-butyl 2-(1-[tert-butyl(dimethyl)silyl]oxyethenyl)-9-azabicyclo[4.2.1]nonane-9-carboxylate is utilized as a building block in medicinal chemistry for the synthesis of bioactive molecules. Its presence in the molecular structure can influence the pharmacological properties of the final product, offering a wide range of possibilities for the design of new therapeutic agents.

Upstream product

• 112020-12-9 trans-N-Boc-dihydroanatoxin-a 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 125736-07-4 (1R,2R,6R)-9-Aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester 2-methyl ester 
• 125736-05-2 (1R,2R,6R)-9-Aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester 
• 125736-04-1 C₂₀H₃₇NO₄Si 

Relevant articles and documents

Chirospecific Syntheses of Nitrogen and Side-Chain Modified Anatoxin Analogues. Synthesis of (1R)-Anatoxinal and (1R)-Anatoxinic Acid Derivatives

A straightforward and good yielding route to side-chain analogues of the potent neurotoxin and neurotransmitter (+)-anatoxin (1) has been developed.Peroxy acid oxidation of the (silyloxy)butadiene 43 derived from readily synthesized, optically pure (1R)-t-BOC-anatoxin (42) affords silyloxy ketone 44.Fluorolysis of 44 followed by oxidative cleavage of the resultant α-hydroxy ketone 45 gives a mixture of α,β-unsaturated acid 46 and ester 41 in 57percent combined yield.Other approaches to these compounds, based on literature precedent, failed. (1R)-t-BOC-anatoxinic acid (46) then serves as educt for the synthesis of a wide variety of anatoxin derivatives with modified side-chain functionality.These analogues, designed to serve as probes of the antagonist binding site of the nicotinic acetylcholine receptor, include alcohol, aldehyde, amide, hydroxamate, and oxime ether functional groups.