68820-71-3

Basic information

• Product Name: ethyl 1-[(S)-1-phenylethyl]aziridine-(R)-carboxylate
• Synonyms: ethyl 1-[(S)-1-phenylethyl]aziridine-(R)-carboxylate
• CAS NO: 68820-71-3
• Molecular Weight: 219.283
• Mol File: 68820-71-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl 1-[(S)-1-phenylethyl]aziridine-(R)-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1-[(S)-1-phenylethyl]aziridine-(R)-carboxylate(68820-71-3)
• EPA Substance Registry System: ethyl 1-[(S)-1-phenylethyl]aziridine-(R)-carboxylate(68820-71-3)

Safety Data

• Hazardous Substances Data: 68820-71-3(Hazardous Substances Data)

Upstream product

• 912650-30-7 C₁₈H₂₇NO₄ 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 
• 140-88-5 ethyl acrylate 
• 623-73-4 diazoacetic acid ethyl ester 
• 131968-96-2 (S,S,S)-1,3,5-tris(α-methylbenzyl)-1,3,5-hexahydrotriazine 

Downstream Products

• 312728-09-9 3-oxo-3-[1-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionic acid tert-butyl ester 
• 312728-22-6 5-acetoxy-3(S)-(tert-butyldimethylsilanyloxy)-4(R)-(1'(S)-α-methylbenzylamino)-pentanoic acid tert-butyl ester 
• 312728-17-9 5-acetoxy-3(R)-(tert-butyldimethylsilanyloxy)-4(R)-(1'(S)-α-methylbenzylamino)-pentanoic acid tert-butyl ester 
• 312728-16-8 3(R)-(tert-butyldimethylsilanyloxy)-3-[1-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionic acid tert-butyl ester 
• 312728-21-5 3(S)-(tert-butyldimethylsilanyloxy)-3-[1-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionic acid tert-butyl ester 
• 312728-13-5 (3S,4R)-5-Acetoxy-3-hydroxy-4-((S)-1-phenyl-ethylamino)-pentanoic acid tert-butyl ester 
• 312728-12-4 (3R,4R)-5-Acetoxy-3-hydroxy-4-((S)-1-phenyl-ethylamino)-pentanoic acid tert-butyl ester 
• 312728-11-3 3(S)-hydroxy-3-[1-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionic acid tert-butyl ester 
• 312728-10-2 3(R)-hydroxy-3-[1-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionic acid tert-butyl ester 
• 461649-02-5 4-nitrobenzyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-2-[(S)-2(R)-methyl-5-oxopyrrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylate 
• 461649-04-7 4-nitrobenzyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-2-[(R)-2(R)-methyl-5-oxopyrrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylate 
• 461648-74-8 ethyl 3(S)-hydroxy-3-[1'-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionate 
• 461648-72-6 ethyl 3(R)-hydroxy-3-[1'-(1'(S)-α-methylbenzyl)-aziridin-2(R)-yl]-propionate 

Relevant articles and documents

Nucleophilic trifluoromethylation of aziridinyl ketones: A convenient access to fluorinated aziridinyl alcohols

A convenient synthesis of α-(aziridin-2-yl)-α-(trifluoromethyl) alcohols starting with ethyl aziridine-2-carboxylates is reported. Grignard reaction with the corresponding Weinreb amides led to aziridin-2-yl ketones, and subsequent treatment with Ruppert-Prakash reagent gave the trimethylsilylated target compounds as mixtures of diastereoisomers, which were desilylated with TBAF. In the case of ethyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate, (S,S)- and (S,R)-aziridin-2-yl ketones were obtained, separated chromatographically and transformed into the desired enantiomerically pure α-trifluoromethylated alcohols.

A new synthesis of aziridine-2-carboxylates by reaction of hexahydro-1,3,5-triazines with alkyldiazoacetates in the presence of tin(IV) chloride

Aziridine-2-carboxylates were prepared from the reaction of hexahydro-1,3,5-triazines with alkyldiazoacetates in the presence of Lewis acid catalyst in high yield.