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Usage

Uses

Used in Pharmaceutical Industry:
(R)-4-Boc-2-((R)-hydroxy(phenyl)Methyl)Morpholine is used as a building block for the synthesis of various pharmaceuticals due to its unique structure and chirality. It plays a crucial role in the development of new drugs and the improvement of existing ones.
Used in Organic Synthesis:
(R)-4-Boc-2-((R)-hydroxy(phenyl)Methyl)Morpholine is used as an intermediate in organic synthesis for the preparation of complex molecules. Its Boc-protected amine group and hydroxy(phenyl)Methyl group provide versatility in chemical reactions, allowing for the creation of a wide range of compounds.
Used in Chiral Compound Synthesis:
(R)-4-Boc-2-((R)-hydroxy(phenyl)Methyl)Morpholine is used as a valuable intermediate for the synthesis of chiral compounds. Its chiral nature allows for the creation of enantiomerically pure products, which are essential in various applications, including pharmaceuticals and agrochemicals.

Upstream product

• 869088-60-8 C₁₆H₂₁NO₄ 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1190855-52-7 (2R,3R)-2-[α-hydroxyphenylmethyl]morpholine-5-one 
• 124876-74-0 Methyl (R)-(-)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate 
• 611-71-2 (R)-Mandelic Acid 
• 1190855-51-6 2-chloro-N-((2R,3R)-2,3-dihydroxy-3-phenylpropyl)acetamide 
• 1190855-50-5 (2R,3R)-1-amino-3-phenylpropane-2,3-diol 
• 130115-07-0 (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde 

Downstream Products

• 1190855-53-8 (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine 
• 105017-38-7 (2R,3R)-reboxetine 

Relevant academic research and scientific papers

Stereodivergent synthesis of all the four stereoisomers of antidepressant reboxetine

Chiral amino alcohol-copper(ii) catalysts Cu-L1c and Cu-ent-L1c were utilized to promote the diastereoselective nitroaldol reactions of chiral aldehydes (S)-3 or (R)-3 with nitromethane, which respectively led to the preferential formation of certain stereoisomer for nitro diol derivatives 4. Using this catalytic protocol, all the four stereoisomers of the antidepressant reboxetine were divergently prepared. The highest overall yield of this synthetic route reached up to 30.5% from aldehyde (S)-3.

Design and synthesis of (2R,3S)-iodoreboxetine analogues for SPECT imaging of the noradrenaline transporter

A stereoselective 10-step synthesis of iodophenoxy analogues of (2R,3S)-reboxetine has been developed with the aim of generating a new SPECT imaging agent for the noradrenaline transporter (NAT). In vitro testing of these compounds against various mono-am

Design and synthesis of morpholine derivatives. SAR for dual serotonin & noradrenaline reuptake inhibition

Single enantiomer (SS) and (RR) 2-[(phenoxy)(phenyl)methyl]morpholine derivatives 5, 8-23 are inhibitors of monoamine reuptake. Target compounds were prepared using an enantioselective synthesis employing a highly specific enzyme-catalysed resolution of racemic n-butyl 4-benzylmorpholine-2-carboxylate (26) as the key step. Structure-activity relationships established that serotonin and noradrenaline reuptake inhibition are functions of stereochemistry and aryl/aryloxy ring substitution. Consequently, selective SRI, selective NRI and dual SNRIs were all identified. One of these compounds, a potent and selective dual SNRI, (SS)-5a was selected as a candidate for further pre-clinical evaluation.