446242-92-8

Basic information

• Product Name: (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE
• Synonyms: (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE
• CAS NO: 446242-92-8
• Molecular Formula: C10H11NO2
• Molecular Weight: 0
• Mol File: 446242-92-8.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE(446242-92-8)
• EPA Substance Registry System: (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE(446242-92-8)

Safety Data

• Hazardous Substances Data: 446242-92-8(Hazardous Substances Data)

Usage

Description

(R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE is a chemical compound that is commonly used in organic synthesis as a chiral building block. It is a type of aziridine, which is a three-membered heterocyclic organic compound containing a nitrogen atom. (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE is often used as a precursor in the production of various pharmaceuticals and agrochemicals due to its unique stereochemical properties. It can be used in the creation of chiral amino acids, peptides, and other important organic compounds. Additionally, it has potential applications in the development of new drugs and materials. Overall, (R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE is a valuable compound in organic chemistry with a wide range of practical uses in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
(R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE is used as a chiral building block for the synthesis of various pharmaceuticals. Its unique stereochemical properties make it a valuable component in the development of new drugs and materials.
Used in Agrochemical Industry:
(R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE is used as a precursor in the production of various agrochemicals. Its role in creating chiral compounds contributes to the development of effective and targeted agrochemical products.
Used in Organic Synthesis:
(R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE is used as a chiral building block for the creation of chiral amino acids, peptides, and other important organic compounds. Its presence in these compounds can influence their reactivity, stability, and overall properties, making it a crucial component in organic synthesis.
Used in Development of New Drugs and Materials:
(R)-METHYL 1-PHENYLAZIRIDINE-2-CARBOXYLATE has potential applications in the development of new drugs and materials. Its unique properties and versatility in organic synthesis make it a promising candidate for further research and development in various fields.

Upstream product

• 186581-53-3 diazomethane 
• 4916-27-2 (+/-)-1-phenylaziridine-2-carbonitrile 
• 6832-16-2 methyl diazoacetate 
• 91-78-1 1,3,5-triphenylhexahydro-1,3,5-triazine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 111750-22-2 N-phenyl-N-hydroxy-2,2-dimethylpropanamide 
• 100-65-2 N-Phenylhydroxylamine 
• 4916-14-7 methyl N-(phenyl)aziridine-2-carboxylate 
• 109-88-6 magnesium methanolate 
• 446242-98-4 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((R)-1-phenyl-aziridin-2-yl)-methanone 
• 67-56-1 methanol 
• 446242-99-5 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((S)-1-phenyl-aziridin-2-yl)-methanone 
• 1428345-82-7 (Z)-methyl 2-bromo-3-(phenylamino)acrylate 
• 1428346-14-8 methyl 2-bromo-3-(phenylamino)propanoate 

Downstream Products

• 1010707-14-8 C₁₉H₁₈BrF₃N₂O₃ 
• 1010707-15-9 C₁₉H₁₈BrF₃N₂O₃ 

Relevant articles and documents

Palladium-catalyzed intermolecular dehydrogenative aminohalogenation of alkenes under molecular oxygen: An approach to brominated enamines

A novel and efficient palladium-catalyzed dehydrogenative aminohalogenation of alkenes with molecular oxygen as the sole oxidant has been developed. This protocol provides a valuable synthetic tool for the assembly of a wide range of brominated enamines under mild conditions, with unprecedented stereoselectivity and exceptional functional group tolerance. This attractive route for the synthesis of brominated enamines is of great significance due to the products' versatile reactivity for further transformations.

N-heterocyclic carbene (NHC)-catalyzed direct amidation of aldehydes with nitroso compounds

(Chemical Equation Presented) NHC-catalyzed direct amidation of aldehydes with nitroso compounds is a powerful method for the synthesis of N-arylhydroxamic acids. A variety of aryl, alkyl, alkenyl, and heterocyclic aldehydes were found to give excellent yields of the corresponding N-arylhydroxamic acids. This chemistry was also extended to the synthesis of chiral N-arylhydroxamic acids by kinetic resolution of α-branched aldehydes, a domino amidation-redox amination reaction of acrolein, and a three-component reaction for the synthesis of N-arylaziridines.

Bacterial preparation of enantiopure unactivated aziridine-2-carboxamides and their transformation into enantiopure nonnatural amino acids and vic-diamines

Enantiopure (1R,2S)-1-benzyl- and 1-arylaziridine-2-carboxamides were obtained by kinetic resolution of their racemates by Rhodococcus rhodochrous IFO 15564 catalyzed hydrolysis. Several regio- and enantioselective nucleophilic ring openings of (1R,2S)-1-benzylaziridine-2-carboxamide or its LAH-reduced product led to a series of enantiopure products, such as O-methyl-L-serine and some vicinal diamines.