420087-33-8

Upstream product

• 81623-63-4 (2S,4R,5S)-2-ethoxy-4-methyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione 
• 124-41-4 sodium methylate 
• 74-88-4 methyl iodide 
• 873-66-5 1-propenylbenzene 
• 106018-85-3 2-trimethylsilanyl-ethanesulfonyl chloride 
• 799246-07-4 (4S,5S)-4-methyl-5-phenyl-1,3,2-dioxathiolane-2-oxide 
• 88196-06-9 (1S,2S)-1-phenyl-1,2-propanediol 
• 40626-29-7 Acutrim 
• 492-41-1 (1R,2S)-norephedrine 

Downstream Products

• 420087-29-2 (2R,3R)-N-[2-(trimethylsilyl)ethanesulfonyl]-2-methyl-3-phenylaziridine 
• 934013-35-1 (2R,3R)-1-methanesulfonyl-2-methyl-3-phenylaziridine 

Relevant academic research and scientific papers

INDOZALYL SULPHONAMIDE DERIVATIVES USEFUL AS GLUCOCORTICOID MODULATORS

Compounds of formula (I) or a pharmaceutically acceptable salt thereof; compositions comprising them, processes for preparing them and their use in medical therapy (for example modulating the glucocorticoid receptor in a warm blooded animal).

Asymmetric synthesis of l-DOPA and (R)-selegiline via, OsO 4-catalyzed asymmetric dihydroxylation

A simple and effective procedure for the enantioselective synthesis of two important neurotransmitter drugs, that is, (S)-3,4-dihydroxyphenylalanine (l-DOPA) and (R)-N,α-dimethyl-N-2-propynylbenzeneethaneamine [(R)-selegiline], is described by employing the Sharpless asymmetric dihydroxylation (AD) as a key step to introduce chirality.

Asymmetric N1 unit transfer to olefins with a chiral nitridomanganese complex: Novel stereoselective pathways to aziridines or oxazolines

Chiral nitridomanganese complex 1 was found to be a highly potential N1 unit source for the asymmetric synthesis of aziridines and 2-oxazolines from olefins such as styrene and its derivatives. When sulfonyl chlorides were employed as activators of the complex in the presence of pyridine, pyridine N-oxide, and a silver salt, the reaction of olefins with complex 1 proceeded smoothly to afford the N-sulfonylated aziridines. The aziridination of styrene derivatives with complex 1 using 2-trimethylsilylethanesulfonyl chloride (SESC1) gave the N-SES-aziridines, which were easily converted into chiral N-unsubstituted aziridines. It was found that the reaction was applicable to the asymmetric synthesis of 2-oxazolines from olefins when acyl chlorides were employed as activators. Complex I provided an effective asymmetric environment for trans-disubstituted styrenes in the reaction (up to 92% ee). This is the first example of a direct asymmetric synthesis of 2-oxazolines from olefins. Additional experiments, conducted during the course of this investigation, suggest that the isomerization of the N-acylaziridine intermediate is involved in this reaction.

1,3,2-Oxazaphospholidine-2-thiones from (+)-Norephedrine: Stereospecific Ring Opening, Possibly by an Elimination-Addition Mechanism

1,3,2-Oxazaphospholidine-2-thiones derived from (+)-norephedrine react with alkoxide to give a product of kinetic control, formed by endocyclic P-O cleavage with inversion of configuration, and one of thermodynamic control, formed by endocyclic P-N cleavage also with inversion of configuration.It is suggested that the product of kinetic control is formed by an elimination-addition process involving a metaphosphorimidate intermediate, and that of thermodynamic control by a mechanism involving nucleophilic attack opposite endocyclic nitrogen.