18142-08-0

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 7654-06-0 3-phenyl-2H-azirine 
• 20780-53-4 (R)-Styrene oxide 
• 24395-14-0 (R)-2-phenyl-N-tosylaziridine 
• 100-42-5 styrene 
• 24395-14-0 N-(p-tolylsulfonyl)-2-phenylaziridine 
• 1499-00-9 2-phenylaziridine 
• 917-54-4 methyllithium 

Downstream Products

• 113009-71-5 (R,R)-ethyl bis(2-phenyl-1-aziridinyl)phosphinylcarbamate 
• 113084-44-9 (R,R,R)-tris(2-phenyl-1-aziridinyl)phosphine oxide 
• 113009-70-4 (R,R)-ethyl bis(2-phenyl-1-aziridinyl)phosphinate 
• 24395-14-0 (R)-2-phenyl-N-tosylaziridine 
• 265997-30-6 (R)-1-(Diphenyl-phosphinoyl)-2-phenyl-aziridine 
• 174261-96-2 (S)-2-Phenyl-2-(1H-imidazol-1-yl)-1-aminoethane 
• 897960-75-7 (R)-2-Phenyl-aziridine-1-carboxylic acid benzyl ester 
• 126301-33-5 (R)-2-amino-2-phenylethanesulphonic acid 

Relevant academic research and scientific papers

On the reaction of chiral sulfinimines with sulfur ylides: A novel route to the asymmetric aziridination

The reaction of optically pure N-sulfinyl phenylimine with dimethyloxosurfonium methylide (A) and dimethylsulfonium methylide (B) yields a mixture of N-sulfinylaziridines, epimers at C-2, which are easily separated. The stereochemical outcome of this azir

Asymmetric aziridination by reaction of chiral sulfinimine derived from (+)-camphor with dimethyloxosulfonium methylide

Addition of dimethyloxosulfonium methylide to chiral nonracemic pure (+)-camphor-derived sulfinimine I affords N-sulfinyl aziridine, which are easily separated. The N-(+)-camphor-based-sulfinyl auxiliary, was removed without ring opening by treatment with

Asymmetric reduction of azirines; a new route to chiral aziridines

The first enantioselective reduction of aromatic 2H-azirines yields aziridines in up to 70% ee, using the aminoalcohol-[RuCl2(p-cymene)]2 catalyzed asymmetric transfer hydrogenation reaction.

Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein

Chiral 1,2-amino alcohols are widely represented in biologically active compounds from neurotransmitters to antivirals. While many synthetic methods have been developed for accessing amino alcohols, the direct aminohydroxylation of alkenes to unprotected, enantioenriched amino alcohols remains a challenge. Using directed evolution, we have engineered a hemoprotein biocatalyst based on a thermostable cytochrome c that directly transforms alkenes to amino alcohols with high enantioselectivity (up to 2500 TTN and 90 % ee) under anaerobic conditions with O-pivaloylhydroxylamine as an aminating reagent. The reaction is proposed to proceed via a reactive iron-nitrogen species generated in the enzyme active site, enabling tuning of the catalyst's activity and selectivity by protein engineering.

Stereoselective Lewis acid mediated (3+2) cycloadditions of N-H- and N-sulfonylaziridines with heterocumulenes

Alkyl and aryl isothiocyanates and carbodiimides are effective substrates in (3+2) cycloadditions with N-sulfonyl-2-substituted aziridines and 2-phenylaziridine for the synthesis of iminothiazolidines and iminoimidazolidines. Additionally, the stereoselec

Facile regio- and stereoselective carbon-carbon coupling of phenol derivatives with aryl aziridines

A chemo-, regio-, and stereoselective direct carbon-carbon coupling of readily available aryl borates with N-protected aryl aziridines provides a method for the synthesis of new 2-(o-hydroxyaryl)-2-aryl ethylamines which can be used, in a novel annulation

A new and expeditious asymmetric synthesis of (R)- and (S)-2-aminoalkanesulfonic acids from chiral amino alcohols

The mechanism for the transformation of β-amino alcohol methanesulfonate hydrochlorides into sodium β-amino alkanesulfonates using sodium sulfite was investigated. The results show that sodium sulfite initially neutralizes the β-amino alcohol methanesulfonate hydrochloride to give a free β-amino alcohol methanesulfonate, which then cyclizes to a 2-alkylaziridine. Attack by the previously formed sodium bisulfite at the less hindered carbon atom of the aziridine ring then yields a β-amino alkanesulfate sodium salt. Based on this mechanistic proposal, a new and rapid asymmetric synthesis of (R)- and (S)-2-aminoalkanesulfonic acids from chiral amino alcohols was developed. Chiral amino alcohols were converted to chiral aziridines through the Wenker method or Mitsunobu reaction and the resulting aziridines were reacted with sodium bisulfite to produce chiral β-amino alkanesulfonic acids.

Acylated aminoalkanimidazoles and - triazoles

The invention concerns azole compounds of formula STR1 wherein the substituents have various significances, in free form or salt form. They can be prepared e.g. by acylation, or by aziridine or oxazole ring opening. The compounds can be used as pharmaceuticals, especially as selective inhibitors of the 25-hydroxyvitamin D3--hydroxylases in the treatment of disorders of proliferation and differentiation in vitamin D--responsive tissues.