111975-29-2

Basic information

• Product Name: (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL
• Synonyms: (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL
• CAS NO: 111975-29-2
• Molecular Formula: C9H17NO
• Molecular Weight: 155.24
• Mol File: 111975-29-2.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL(111975-29-2)
• EPA Substance Registry System: (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL(111975-29-2)

Safety Data

• Hazardous Substances Data: 111975-29-2(Hazardous Substances Data)

Usage

Description

(OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL, with the molecular formula C10H19NO, is a synthetic derivative of indolizine that features both an indolizine ring and a methanol group. This chemical compound is recognized for its potential applications in various industries, particularly in organic synthesis and pharmaceutical development.

Uses

Used in Organic Synthesis:
(OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL is used as a building block in organic synthesis for its ability to contribute to the formation of complex molecular structures. Its unique combination of an indolizine ring and a methanol group allows it to participate in a wide range of chemical reactions, making it a valuable component in the creation of diverse organic compounds.
Used in Pharmaceutical and Agrochemical Production:
In the pharmaceutical industry, (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL is used as a precursor in the production of various drugs and agrochemicals. Its structural properties make it a suitable starting point for the development of new medications and agricultural chemicals, potentially leading to innovative products with improved efficacy and safety profiles.
Used in Research and Development:
(OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL is also utilized in research and pharmaceutical development as a starting material for the synthesis of novel compounds with potential therapeutic applications. Its exploration in this context is driven by the compound's potential pharmacological properties, including its effects on the central nervous system, which could pave the way for new treatments for neurological disorders and other conditions.
Overall, (OCTAHYDRO-INDOLIZIN-8-YL)-METHANOL is a versatile and significant compound in the realm of organic chemistry and pharmaceutical research, with a broad spectrum of applications that span across different industries.

Upstream product

• 135081-78-6 (2S,βR)-1-(tert-Butoxycarbonyl)-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol 
• 130604-92-1 ethyl (8S*,8aS*)-octahydroindolizine-8-carboxylate 
• 131252-00-1 (1,2,3,5,6,8a-hexahydroindolizin-8-yl)methanol 
• 130604-92-1 ethyl (8RS,8aSR)-octahydroindolizine-8-carboxylate 
• 72130-67-7 8-Ethoxycarbonyl-5-oxo-2,3,6,7-tetrahydro-1H,5H-pyrrolo<1,2-a>pyridine 
• 10378-08-2 ethyl 6-(benzyloxy)-3-oxohexanoate 
• 92721-45-4 1-(pent-4-en-1-yl)pyrrolidine-2,5-dione 
• 478797-08-9 2-[1-(3-methanesulfonyloxy-propyl)-vinyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 478797-14-7 tert-butyl 2-(5-chloropent-1-en-2-yl)pyrrolidine-1-carboxylate 
• 478797-09-0 8-methylene-octahydro-indolizine 
• 868366-91-0 1,2,3,5,6,7-hexahydroindolizine-8-carbaldehyde 

Downstream Products

• 111975-29-2 (+/-)-tashiromine 

Relevant articles and documents

A concise synthesis of tashiromine

A concise (six-step) synthesis of the indolizidine alkaloid tashiromine (1) has been achieved. Olefin cross-metathesis was used to prepare a key functionalised allylsilane, which subsequently underwent electrophile-induced ring-closure to establish the bicyclic framework with complete control of stereochemistry. Georg Thieme Verlag Stuttgart.

Extremely Short Chiral Synthesis of Bicyclic Alkaloids Having a Nitrogen Atom Ring Juncture

-

Epoxides as Precursors to 1-Hydroxymethyl Indolizidine and Pyrrolizidine

Herein we describe the synthesis of 1-hydroxymethyl pyrrolizidine and indolizidine alkaloids from epoxy-tethered pyrrole precursors. Two titanium-based methods are evaluated for the construction of the bicyclic scaffold: the Lewis acid mediated cyclizatio

Enantioselective Aza-Sakurai Cyclizations: Dual Role of Thiourea as H-Bond Donor and Lewis Base

An enantioselective, catalytic aza-Sakurai cyclization of chlorolactams has been developed as an efficient entry into indolizidine and quinolizidine frameworks. Structure-enantioselectivity relationship studies and mechanistic analysis point to a dual role of the catalyst wherein the thiourea moiety of the catalyst is engaged in both anion binding and Lewis base activation of a substrate.

Novel stereocontrolled syntheses of tashiromine and epitashiromine

A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring

A Concise Asymmetric Total Synthesis of (+)-Epilupinine

Asymmetric total synthesis of (+)-epilupinine was achieved in just three steps using only commercially available common reagents. The total synthesis involved alkylations of N-nosylamide, ozone oxidation, and sequential reactions of the removal of the nosyl group, intramolecular dehydrative condensation, intramolecular Mannich reaction catalyzed by l-proline, and a reduction.

Rhodium-Catalyzed Domino Hydroformylation/Double-Cyclization Reaction of Arylacetylenecarboxamides: Diastereoselectivity Studies and Application in the Synthesis of 1-Azabicyclo[x.y.0]alkanes

A domino method for the rapid syntheses of 1-azabicyclo[x.y.0]alkane scaffolds, such as indolizidines, quinolizidines, decahydropyridoazepines, and their derivatives, has been developed. This strategy involved a rhodium-catalyzed hydroformylation of allyl