124919-00-2

Upstream product

• 67-56-1 methanol 
• 87214-10-6 C₂₃H₂₅BrNOP 
• 87214-08-2 C₁₇H₂₁INOP 
• 64-17-5 ethanol 
• 94133-42-3 (+)-Chloroephedine hydrochloride 
• 873-66-5 1-propenylbenzene 
• 87214-07-1 (4S,5R)-3,4-Dimethyl-2,5-diphenyl-[1,3,2]oxazaphospholidine 
• 50-98-6 ephedrine hydrochloride 
• 100-39-0 benzyl bromide 
• 299-42-3 ephedrine 
• 90-82-4 pseudoephedrine 
• 116432-33-8 (+)-(2R,3S)-3,4-dimethyl-2,5-diphenyl-nitrobenzo<4,3-g>1,6-dioxa-4-aza-5-phospha (5-PV) spiro <4.4>nonane 

Downstream Products

• 537-46-2 Methamphetamin 
• 908343-65-7 (4S,5R)-cis-3-methylamino-4-methyl-5-phenylthiazolidine-2-thione 
• 25394-33-6 (+)-Chloroephedrine 
• 29724-89-8 N-((1S,2S)-2-chloro-1-methyl-2-phenyl-ethyl)-N-methyl-acetamide 

Relevant academic research and scientific papers

Experimental and theoretical investigations for the regio and stereoselective transformation of trans 1,2,3-trisubstituted aziridines into trans oxazolidin-2-ones

The regio and stereoselective transformation of trans 1,2,3-trisubstituted aziridines into trans oxazolidin-2-ones takes place in good yield. However, the cis configuration at C2 and C3 in monocyclic aziridines is a limiting factor for this transformation

Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction

In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

Efficient synthesis of cis-thiazolidinethiones derived from ephedrines

The reaction of chlorodeoxypseudoephedrine or chlorodeoxynorpseudoephedrine hydrochlorides with sodium dithiocarbonate in stirring ethanol at 0 °C to stereoselectively afford the corresponding cis-thiazolidinethiones in good yields (81% and 95%) is reported. The in situ formation of a cis-aziridine to explain the presence of trans-thiazolidinethione as a side product is proposed when the same reaction was carried out at room temperature. In addition, a 70:30 mixture of trans-isomers of a thiazolidinethione/isothiazolidinethione was formed when a cis-aziridine NH was reacted with carbon disulfide in refluxing ethanol. The analogous reaction with cis-aziridine N-Me stereoselectively affords the corresponding cis-thiazolidinethione. The 1H and 13C NMR data of the thiazolidinethiones were assigned. cis-3,4-Dimethyl-5-phenylthiazolidine-2-thione was crystallized from ethanol and its X-ray diffraction structure was analyzed.

An efficient synthesis of aziridines from ephedrines

The reaction of chlorodeoxyephedrine hydrochlorides with one, two, and three molar equivalents of base was studied. Isochlorodeoxypseudoepherines were identified and assigned by 1H and 13C NMR data as intermediate compounds in the formation of cis-aziridines. Erythro and threo ephedrinethylethers were isolated as new compounds and analyzed by spectroscopic data. In addition, the erythro isomer was studied by X-ray diffraction.

Asymmetric synthesis catalyzed by transition metal complexes with new chiral ligands

A chiral ligand having the following structure: STR1 wherein AR is any aromatic and/or ring structure, and R is selected from the group consisting of aryl, oxygenated aryl, alkyl, oxygenated alkyl, AR, oxygenated AR and combinations thereof.

ENANTIOMERICALLY PURE β-AMINO SULFIDES AND β-AMINO THIOLS FROM EPHEDRINE

Ephedrine and pseudoephedrine are converted by means of a Mitsunobu reaction to respectively trans- and cis-aziridines, which can be ring-opened at the benzylic center with inversion of configuration by thiols and thiol acids.The trans-aziridine from ephe

Asymmetric synthesis of phosphinates, phosphine oxides and phosphines by Michaelis Arbuzov rearrangement of chiral oxazaphospholidine

A general approach to asymmetric synthesis of high optically active tertiary organophosphorus compounds is described.Oxazaphospholidine 3 reacts with alkyl halide to give regio and stereoselectively the corresponding phosphinamide 4.Methyl phenyl phosphin

CHIRAL BICYCLIC SPIROPHOSPHORANES IN AN ARBUZOV-TYPE REACTION

The reaction of 2-hydroxy-5-nitro-benzyl halides with three chiral five-or six-membered oxaphosphacycloalkanes has been studied.In each case, a 31P NMR analysis shows the formation of resonance signals in the phosphorane region but these phosphoranes are usually unstable.However both enantiomers of the 2-phenyl-1,3,2-oxazaphospholidine give chiral bicyclic spirophosphoranes which have been characterized by 31P and 1H NMR and high resolution mass spectroscopies.