922734-43-8

Usage

Uses

Used in Pharmaceutical Industry:
(2R,6S)-rel-2,6-DiMethyl-4-(2-Methyl-3-phenylpropyl)Morpholine Hydrochloride is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure and chiral centers allow it to be a key component in the development of new medications.
Used in Medicinal Chemistry Research:
As a compound with potential medicinal properties, (2R,6S)-rel-2,6-DiMethyl-4-(2-Methyl-3-phenylpropyl)Morpholine Hydrochloride is used in medicinal chemistry research to explore its therapeutic potential for various medical conditions. Its unique structure and chiral centers make it a promising candidate for the development of new therapeutic agents.

Upstream product

• 141-91-3 cis-2,6-dimethylmorpholine 
• 1895-97-2 2-methyl-3-phenylacrylic acid 
• 78613-37-3 bepromoline 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 

Downstream Products

• 78613-35-1 amorolfine 
• 67564-91-4 cis-4-<3-(4-tert-butylphenyl)-2-methylpropyl>-2,6-dimethylmorpholine 
• 78613-38-4 amorolfine hydrochloride 

Relevant academic research and scientific papers

Amorolfine hydrochloride preparation method

The invention provides an amorolfine hydrochloride preparation method which specifically comprises the following steps: putting a compound of formula IIa shown in the specification into an organic solvent, further putting an amidation catalyst, carrying out a stirring reaction, further adding cis-2,6-dimethyl morpholine, and carrying out a reaction so as to obtain a compound III; carrying out backflow stirring on the compound III in absolute methanol, adding magnesium chips in batches, and carrying out a reaction so as to obtain a compound IV; carrying out a reaction on the compound IV under the action of a reducing agent, thereby obtaining a compound V. The method is novel in process route, cheap and easy in raw material obtaining, low in cost, simple in process operation, short in production cycle, gentle in reaction condition, high in yield, good in product quality and applicable to industrial production.

Process of producing amorolfine

The present invention refers to an improved process of producing Amorolfine base, which is a compound of formula (I): said process comprising the steps of: (i) contacting a compound of formula (II): with a Friedel-Crafts catalyst; and (ii) adding one equivalent of 2-halogeno-2-methylbutane, characterised in that the reaction mixture obtained in step (i) is cooled to a temperature between -40 to -60 °C prior to step (ii) and the Friedel-Craft catalyst is chosen among the group consisting of boron trifluoride complex, titanium chloride complex, zinc chloride, gallium chloride, antimony pentafluoride, molybdenum pentachloride, indium chloride, antimony pentachloride, lanthanide bromide, scandium(III)triflate, lanthanide (III) triflate, yterbium (III) triflate and silica gel associated with ferric chloride.

PROCESS OF PRODUCING AMOROLFINE

The present invention refers to an improved process of producing Amorolfine base, which is a compound of Formula (I) said process comprising the steps of: (i) contacting a compound of Formula (II) with a Friedel- Crafts catalyst at a temperature in the range of 20 to 30 °C; and (ii) adding one equivalent of 2-halogeno-2- methylbutane, characterised in that the reaction mixture obtained in step (i) is cooled to a temperature between -40 to -60 °C prior to step (ii).