847805-34-9

Basic information

• Product Name: 4-Morpholinecarboxylic acid, 2-[(S)-(2-ethoxyphenoxy)phenylmethyl]-, 1,1-dimethylethyl ester, (2S)-
• CAS NO: 847805-34-9
• Molecular Formula: C24H31NO5
• Molecular Weight: 413.514
• Mol File: 847805-34-9.mol

Chemical Properties

• CAS DataBase Reference: 4-Morpholinecarboxylic acid, 2-[(S)-(2-ethoxyphenoxy)phenylmethyl]-, 1,1-dimethylethyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Morpholinecarboxylic acid, 2-[(S)-(2-ethoxyphenoxy)phenylmethyl]-, 1,1-dimethylethyl ester, (2S)-(847805-34-9)
• EPA Substance Registry System: 4-Morpholinecarboxylic acid, 2-[(S)-(2-ethoxyphenoxy)phenylmethyl]-, 1,1-dimethylethyl ester, (2S)-(847805-34-9)

Safety Data

• Hazardous Substances Data: 847805-34-9(Hazardous Substances Data)

Upstream product

• 132073-83-7 (S)-morpholin-2-ylmethanol 
• 135065-76-8 tert-butyl (2S)-2-(hydroxymethyl)morpholine-4-carboxylate 
• 94-71-3 2-Ethoxyphenol 
• 1016544-97-0 C₁₆H₂₂BrNO₃ 
• 847805-32-7 (+)-(2S,3S)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester 
• 847900-05-4 η⁶-(1-ethoxy-2-fluorobenzene)tricarbonylchromium 
• 847805-31-6 (S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester 
• 847805-29-2 (-)-2-chloro-N-((S)-2,3-dihydroxypropyl)acetamide 
• 847805-30-5 (6S)-6-(hydroxymethyl)morpholin-3-one 
• 24424-99-5 di-tert-butyl dicarbonate 
• 4392-24-9 Cinnamyl bromide 
• 911061-55-7 C₁₁H₁₅NO₂ 
• 911061-54-6 C₁₁H₁₃NO₃ 
• 911061-53-5 2-chloro-N-((2S,3S)-2,3-dihydroxy-3-phenylpropyl)acetamide 

Downstream Products

• 71620-89-8 (S,S)-reboxetine 

Relevant articles and documents

Co(iii)(salen)-catalyzed HKR of two stereocentered alkoxy- and azido epoxides: A concise enantioselective synthesis of (S,S)-reboxetine and (+)-epi-cytoxazone

The HKR of racemic syn- or anti- alkoxy- and azido epoxides catalyzed by Co(salen) complex affords a practical access to a series of enantioenriched syn- or anti- alkoxy- and azido epoxides and the corresponding 1,2-diols. This strategy has been successfully employed in the concise, enantioselective synthesis of bioactive molecules such as (S,S)-reboxetine and (+)-epi-cytoxazone.

Syntheses of (S,S)-reboxetine via a catalytic stereospecific rearrangement of β-amino alcohols

(Chemical Equation Presented) The formal total synthesis of (S,S)-reboxetine has been realized by two different approaches using a stereospecific rearrangement of β-amino alcohols catalyzed by (CF 3CO)2O.

NOREPINEPHRINE TRANSPORTER RADIOTRACERS AND METHODS OF SYNTHESES THEREOF

The present invention provides compounds and radiotracers thereof for locating, diagnosing, identifying, evaluating, detecting or quantitating NET by in vivo imaging. The invention also provides methods for locating, diagnosing, identifying, evaluating, detecting or quantitating NET, using radiotracers of high-affinity or labeled compounds of the invention, which exhibit low toxicity, can cross the blood-brain barrier and, preferably, distinguish among normal and abnormal brains. For example, a radiotracer of the invention can be administered to a patient in an amount suitable for in vivo imaging thereof. Preferably, radiotracers of the invention can also be used to locate, diagnosis, identify, evaluate, detect and quantitate NET in such diseases, disorders, conditions or maladies as, without limitation, depression, anxiety, ADHD and drug dependency.

Enantioselective synthesis of (+)-(S,S)-reboxetine

An efficient enantioselective synthesis leading directly to (+)-(S,S)-reboxetine has been described from commercially available trans-cinnammyl bromide using Sharpless asymmetric dihydroxylation as the key step. Georg Thieme Verlag Stuttgart.

Asymmetric synthesis of (+)-(S,S)-reboxetine via a new (S)-2- (hydroxymethyl)morpholine preparation

(Chemical Equation Presented) (S,S)-Reboxetine was synthesized stereospecifically in 30% overall yield and 99% ee in eight steps. Key steps were selective oxidation of an N-protected hydroxymethylmorpholine and aryl-chromium-mediated aromatic nucleophilic substitution.