73058-30-7

Usage

Chemical Properties

light yellow liquid

InChI:InChI=1/C9H11N/c1-2-4-8(5-3-1)6-9-7-10-9/h1-5,9-10H,6-7H2/t9-/m0/s1

Upstream product

• 109-72-8 n-butyllithium 
• 156301-20-1 (2S)-N-diphenylphosphinoyl-2-phenylmethylaziridine 
• 591-51-5 phenyllithium 
• 219738-95-1 (S)-N-(p-nitrobenzenesulfonyl)-2-benzylaziridine 
• 3182-95-4 L-Phenylalaninol 
• 71535-50-7 (S)-(+)-2-benzyl-1-(p-tolylsulfonyl)aziridine 
• 67-56-1 methanol 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 673-06-3 D-(R)-phenylalanine 
• 63-91-2 L-phenylalanine 
• 203871-38-9 (S)-2-(diphenylphosphinamido)-3-phenylpropan-1-ol 
• 64501-87-7 2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid 
• 51866-90-1 Nα-(4-methoxybenzenesulfonyl)-L-phenylalanine 
• 82495-70-3 (2S)-2-p-toluenesulfonamido-3-phenylpropanol 

Downstream Products

• 75866-61-4 (+)-1-formyl-2(S)-benzylaziridine 
• 75866-60-3 (+)-1-(acetyl)-2(S)-benzylaziridine 
• 75866-62-5 (+)-1-(propanoyl)-2(S)-benzylaziridine 
• 143546-54-7 N-((S)-1-Chloromethyl-2-phenyl-ethyl)-acetamide 
• 153782-96-8 (S)-N-t-butoxycarbonyl-2-phenylmethyl aziridine 
• 56862-28-3 (-)-Desmethylselegiline 
• 2323-36-6 SELEGILINE 
• 14611-52-0 (R)-(-)-deprenyl hydrochloride 
• 75866-67-0 (+)-1-(nicotinyl)-2(S)-benzylaziridine 
• 1159428-92-8 (S)-1-phenyl-3-(phenyltellanyl)propan-2-amine 
• 156358-30-4 (S)-1-phenyl-3-(phenylselanyl)propan-2-amine 
• 156358-27-9 (S)-1-phenyl-3-(phenylthio)propan-2-amine 

Relevant academic research and scientific papers

Synthesis method of (D)-2-benzyl-N,N-dimethylaziridine-1-sulfonamide

The invention discloses a synthesis method of (D)-2-benzyl-N,N-dimethylaziridine-1-sulfonamide, which comprises the following steps: a. reducing D-phenylalanine to obtain D-phenylalaninol, b. performing esterification and ring-closing reactions on the D-phenylalaninol to obtain (D)-2-benzyl-N,N-dimethylaziridine; and c. carrying out a reaction on the (D)-2-benzyl-N,N-dimethylaziridine with dimethylamino sulfonyl chloride to generate the (D)-2-benzyl-N,N-dimethyl aziridine-1-sulfonamide. The product has high content and purity, enhances the yield of industrial production, shortens the half timeof industrial production, and effectively considers the problems of environmental protection, cost and yield.

Selegiline hydrochloride synthesis process

The invention relates to the field of chemical pharmacy, particularly to a selegiline hydrochloride preparation method. According to the invention, the method avoids the use of ephedrine, pseudoephedrine, deoxyephedrine and other management and control products, has characteristics of inexpensive and easily-available raw materials, short synthesis route, safe and environmentally-friendly production and synthesis cost reducing, can obtain the high-purity target compound at high yield, and is suitable for industrial large-scale production.

Efficient Direct Synthesis of Aziridine-Containing Chiral Tridentate Ligands by the Iminium-Mediated Self-Ring Opening Reaction of Enantiopure Aziridines and Salicylaldehydes

An efficient method for the direct synthesis of aziridine-containing chiral tridentate ligands was developed from enantiopure aziridines and salicylaldehydes. The method achieved the regiospecific cleavage of more substituted C?N bonds of aziridines through an iminium-mediated self-ring opening reaction of aziridines with up to 95% yield and complete inversion of configuration. The (S)-2-alkylaziridine-derived tridentate ligands displayed excellent activity and stereoselectivity in the zinc trifluoromethanesulfonate-catalyzed asymmetric aldol reactions of acetone and aromatic aldehydes. (Figure presented.).

An improved and mild wenker synthesis of aziridines

The conventional Wenker synthesis of aziridines from vicinal amino alcohols has been modified by employing mild reaction conditions. Amino alcohols were converted into their hydrogen sulfates with chlorosulfonic acid. The sulfates were cyclized with sodium hydroxide, and even with non-nucleophilic sodium carbonate. The current, improved method extends the scope of the typical Wenker synthesis and is applicable to unstable amino alcohols in hot sulfuric acid and to unstable sulfates which favor elimination and hydroxide displacement in the presence of strong base. Georg Thieme Verlag Stuttgart.

Synthesis of novel N-protected β3-amino nitriles: study of their hydrolysis involving a nitrilase-catalyzed step

Several commercially available nitrilases were investigated with regard to their potential to hydrolyze N-protected β3-amino nitriles into their corresponding N-protected β3-amino acids. The biotransformations were obtained in different proportions depending on the nitrilase involved. The best hydrolysis results were achieved for the N-Cbz-β3-amino nitrile from l-alanine using the NIT-107, in a phosphate buffer at 0.05 M. However, no biotransformation into the corresponding acids was observed for the N-sulfonylamide β3-amino nitriles. Two simple and efficient procedures to prepare the β3-amino nitriles from their analogous α-amino acids are described. Thirty four new substances were synthesized and characterized over the course of this work.

Rapid and selective synthesis of substituted 1,2,5-thiadiazolidine 1,1-dioxides

The reaction of N,N-dimethylsulfamoyl aziridines with primary amines gives direct access to substituted 1,2,5-thiadiazolidines in a regioselective manner. Furthermore, the product from reaction with 4-methoxybenzyl amine can be subsequently manipulated to give the alternative nitrogen substitution pattern in a controlled fashion. Georg Thieme Verlag Stuttgart.

ortho-anisylsulfonyl as a protecting group for secondary amines: Mild Ni0-catalyzed hydrodesulfonylation

A potentially good alternative to the tosyl group (Ts) as a protecting group for amines is N-ortho-anisylsulfonyl (Ans), which is readily cleaved under mild, Ni0-catalyzed reductive conditions (see scheme, acac = acetylacetonate). N-Anisylation of primary amines followed by alkylation and deprotection provides a route to a range of secondary amines.

Large scale synthesis of optically pure aziridines

Disclosed is an efficient, inexpensive method for the preparation of chiral aziridines on a large scale.

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.

Preparation and ring-opening reactions of N-diphenylphosphinyl aziridines

Monochiral N-Diphenyphosphinyl aziridines ('N-Dpp azinidines') may efficiently be prepared from monochiral 2-aminoalcohols. Such aziridines undergo ring-opening reaction with a variety of nucleophiles in good yield. Dephosphinylation is accomplished under mild conditions.