133421-02-0

Basic information

• Product Name: erythro-2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonsaeure-ethylester
• Synonyms: erythro-2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonsaeure-ethylester
• CAS NO: 133421-02-0
• Molecular Weight: 250.295
• Mol File: 133421-02-0.mol

Chemical Properties

• CAS DataBase Reference: erythro-2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonsaeure-ethylester(CAS DataBase Reference)
• NIST Chemistry Reference: erythro-2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonsaeure-ethylester(133421-02-0)
• EPA Substance Registry System: erythro-2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonsaeure-ethylester(133421-02-0)

Safety Data

• Hazardous Substances Data: 133421-02-0(Hazardous Substances Data)

Upstream product

• 77-76-9 2,2-dimethoxy-propane 
• 2272-55-1 ethyl trans-3-phenyl-1-oxirane-2-carboxylate 
• 133421-01-9 3-(Dimethylthexylsiloxy)-3-phenyl-2-(trimethylsiloxy)propannitril 
• 5695-95-4 (R)-2,3-Dihydroxy-3-phenyl-propionic acid 
• 56503-11-8 ethyl (3R)-2,3-dihydroxy-3-phenylpropanoate 
• 67-64-1 acetone 
• 108741-13-5 (2R,3R)-ethyl 2,3-dihydroxy-3-phenylpropanoate 

Downstream Products

• 162600-00-2 ((4S,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl)methanol 
• 133520-58-8 [1-((4S,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-meth-(Z)-ylidene]-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine 

Relevant articles and documents

Gelozymes in organic synthesis. Part IV: Resolution of glycidate esters with crude Mung bean (Phaseolus radiatus) epoxide hydrolase immobilized in gelatin matrix

A crude extract of Mung bean meal (Phaseolus radiatus) possessing epoxide hydrolase activity immobilized in gelatin gel (gelozyme) is employed in the stereoselective epoxide ring opening of glycidate esters. Thus, ethyl trans-(±)-3-phenyl glycidate 1a and methyl trans-(±)-3-(4-methoxyphenyl) glycidate 1b gave (2S,3R)-glycidate esters (ee >99% and 45% yield) with gelatin immobilized enzyme in diisopropyl ether. The corresponding (2R,3S)-enantiomer of 1a was hydrolyzed by an epoxide hydrolase to predominantly give the anti-product, ethyl (2R,3R)-2,3-dihydroxy-3-phenylpropanoate, with a diastereomeric excess of 78% and ee 94% (40%). A small amount (5%) of racemic syn-product was also obtained as a result of the spontaneous hydrolysis. In the case of 1b, the hydrolysis product was racemic due to high reactivity of the glycidate toward water.

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.

Biotransformations with baker's yeast: pH effects on diastereoselectivity during α-hydroxy-β-ketoester reductions and carbon-carbon bond cleavages

Baker's yeast mediated reduction of α-substituted-β-ketoesters lead to reduction of the carbonyl group with high enantiospecificity and diastereoselectivity at low pH (4.0-5.0, e.e. >99%, d.e. >90%) but cleavage of the C-C bond is observed at higher pH >8.0). Similar carbon-carbon bond cleavages are observed in the reactions of α-acetamido-β-ketoesters and acetamidocinnamic acid.

Synthesis of O-Protected (R)-2-Hydroxy Aldehyde and Their Hydrocyanation

The synthesis of O-silyl- and O-benzyl-protected (R)-2-hydroxy aldehydes (R)-6 from (R)-2-hydroxy carboxylic acids (R)-1 is described.While attempts for their diastereoselective hydrocyanation with hydrocyanic acid and (R)-oxynitrilase as catalyst have not been successful, the cyano silylation with trimethylsilyl cyanide occurred diastereoselectively with a ratio of 81:19 preferring the threo form without racemization at C-2 of the 2-hydroxy aldehyde. Key Words : (R)-2-Hydroxy aldehydes, O-protected / Hydrocyanation