93851-86-6

Basic information

• Product Name: REBOXETINE MESYLATE
• Synonyms: rac-Reboxetine;Morpholine, 2-[(2-ethoxyphenoxy)phenylmethyl]-
• CAS NO: 93851-86-6
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.39082
• Mol File: 93851-86-6.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 443.7±30.0 °C(Predicted)
• Appearance: /
• Density: 1.113±0.06 g/cm3(Predicted)
• PKA: 8.37±0.40(Predicted)
• CAS DataBase Reference: REBOXETINE MESYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: REBOXETINE MESYLATE(93851-86-6)
• EPA Substance Registry System: REBOXETINE MESYLATE(93851-86-6)

Safety Data

• Hazardous Substances Data: 93851-86-6(Hazardous Substances Data)

Upstream product

• 71620-89-8 reboxetine 
• 93886-32-9 (-)-(2S,3S)-6-<α-(2-ethoxyphenoxy)benzyl>morpholin-3-one 
• 93886-32-9 (2RS,3SR)-6-<α-(2-ethoxyphenoxy)benzyl>morpholin-3-one 
• 94-71-3 2-Ethoxyphenol 
• 93886-32-9 (2RS,3RS)-6-<α-(2-ethoxyphenoxy)benzyl>morpholin-3-one 
• 93886-32-9 (2RS,3RS)-2-[α-(2-Ethoxyphenoxy)benzyl]morpholine-5-one 
• 1026328-70-0 tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane 
• 155930-88-4 (1R,2R)-1-<(tert-Butyldimethylsilyl)oxy>-1-phenylpropane-1,2-diol 
• 100009-29-8 (E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene 
• 133187-21-0 Methyl (S)-(+)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate 
• 847805-32-7 (+)-(2S,3S)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester 
• 17199-29-0 (S)-Mandelic acid 
• 133187-22-1 (2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 71620-89-8 (S,S)-reboxetine 
• 105017-38-7 (2R,3R)-reboxetine 
• 104968-70-9 (S,S)-reboxetine (S)-mandelate 
• 635724-55-9 (2S,3S)-2-[α-(2-ethoxyphenoxy)benzyl]morpholine succinate 
• 98819-77-3 (+)-(2S,3S)-2-<α-(2-ethoxyphenoxy)benzyl>morpholine methanesulfonate 
• 93851-87-7 (2RS,3SR)-2-<α-(2-ethoxyphenoxy)benzyl>morpholine methanesulfonate 
• 93851-87-7 Reboxetine mesylate 
• 635724-54-8 2S,3S-2-[α-(2-ethoxyphenoxy)benzyl]morpholine fumarate 

Relevant articles and documents

Synthesis of (S,S)-Reboxetine

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C-H to C-N Cross-Coupling of Sulfonamides with Olefins

Cross-coupling of nitrogen with hydrocarbons under fragment coupling conditions stands to significantly impact chemical synthesis. Herein, we disclose a C(sp3)-N fragment coupling reaction between terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/SOX (sulfoxide-oxazoline) catalyzed intermolecular allylic C-H amination. A range of (56) allylic amines are furnished in good yields (avg. 75%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). Mechanistic studies reveal that the SOX ligand framework is effective at promoting functionalization by supporting cationic π-allyl Pd.

Dynamic kinetic resolution-based asymmetric transfer hydrogenation of 2-benzoylmorpholinones and its use in concise stereoselective synthesis of all four stereoisomers of the antidepressant reboxetine

Dynamic kinetic resolution-driven, asymmetric transfer hydrogenation reaction of 2-benzoylmorpholin-3-ones (4) proceeds efficiently to give the corresponding (2R,3S)- or (2S,3R)-2-(hydroxyphenylmethyl)morpholin-3-ones (6) with an excellent level of diastereo- and enantioselectivity and simultaneous control of two contiguous stereogenic centers in a single step. This process is employed to prepare all four stereoisomers of the antidepressant reboxetine.