937375-53-6

Usage

Type of compound

Amino alcohol

Functional groups

Amine and alcohol

Structure

A derivative of hex-5-en-2-ol with an amino group attached to the first carbon of the alkene chain

Synthesis

Can be synthesized through various chemical reactions

Applications

Used in organic synthesis as a building block for the preparation of more complex molecules

Industry relevance

Potential applications in the pharmaceutical industry and in the development of new materials

Chemical properties

Valuable compound in chemical research and development due to its properties and reactivity

Upstream product

• 925210-14-6 (+/-)-1-nitro-hex-5-en-2-ol 
• 2100-17-6 4-pentenal 
• 10353-53-4 1,2-epoxy-5-hexene 

Downstream Products

• 925209-89-8 (+/-)-N-(2-hydroxy-hex-5-enyl)-4-methyl-benzenesulfonamide 
• 636986-01-1 tert-butyl 2-hydroxyhex-5-enylcarbamate 

Relevant academic research and scientific papers

NRF2 REGULATORS

The present invention relates to bis aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.

Lithiation-induced migrations from nitrogen to carbon in terminal aziridines

(Chemical Equation Presented) Benefiting from deprotection: Lithium 2,2,6,6-tetramethylpiperidide induces N-Boc or N-phosphonate terminal aziridines to undergo regio- and stereoselective N-to-C migration of the protecting group, giving synthetically valua

Dimerization and isomerization reactions of α-lithiated terminal aziridines

(Chemical Equation Presented) The scope of dimerization and isomerization reactions of α-lithiated terminal aziridines is detailed. Regio-and stereoselective deprotonation of simple terminal aziridines with lithium 2,2,6,6-tetramethylpiperidide (LTMP) or lithium dicyclohexylamide (LiNCy 2) generates trans-α-lithiated terminal aziridines. These latter species can then undergo dimerization or isomerization reactions depending on the nature of the N-protecting group. α-Lithiated terminal aziridines bearing N-alkoxycarbonyl (Boc) protection undergo N- to C-[1,2] migration to give N-H trans-aziridinylesters. In contrast, aziridines bearing N-organosulfonyl [tert-butylsulfonyl (Bus)] protection undergo rapid dimerization to give 2-ene-1,4-diamines or, if a pendant alkene is present, diastereoselective cyclopropanation to give 2-aminobicyclo[3.1.0]hexanes. All of these reactions were used as key steps in the preparation of synthetically and biologically important targets.

Stereoselective synthesis of pyrrolidines: Catalytic oxidative cyclizations mediated by osmium

(Chemical Equation Presented) A new pathway for oxidative cyclization : N-protected α-amino alcohols with distal alkene units cyclize with complete stereoselectivity and stereospecificity to cispyrrolidines, dependent on the substitution pattern of the st