Purification of [ 11 C]nitromethane for use in asymmetric nitroaldol reactions | Zendy

Gustavsson Sven Åke | Zendy; Kato Koichi | Zendy; Långström Bengt | Zendy

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Purification of [ 11 C]nitromethane for use in asymmetric nitroaldol reactions

Author(s) -

Gustavsson Sven Åke,

Kato Koichi,

Långström Bengt

Publication year - 2003

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.787

Subject(s) - nitromethane , chemistry , nitroaldol reaction , yield (engineering) , propionaldehyde , catalysis , enantiomeric excess , nitroethane , medicinal chemistry , organic chemistry , enantioselective synthesis , nuclear chemistry , aldehyde , materials science , metallurgy

[ 11 C]Nitromethane was prepared by modifying previously published procedures. Nitrogen oxides contaminating the [ 11 C]nitromethane were removed by a heated sodium carbonate plug. An asymmetric nitroaldol reaction was performed using a lanthanum–lithium–( R )‐binol (LLB) complex as catalyst. 1‐Nitro‐4‐phenylbutan‐2‐ol was produced in a reaction between [ 11 C]nitromethane and 3‐phenyl‐propionaldehyde in 16% enantiomeric excess (e.e.) and a radiochemical yield of 23%. Copyright © 2003 John Wiley & Sons, Ltd.

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