328402-05-7Relevant academic research and scientific papers
Synthesis of oxazolidines using DMSO/P4O10 as a formaldehyde equivalent
Wang, Jianmei,Rochon, Fernande D.,Yang, Yan,Hua, Ling,Kayser, Margaret M.
, p. 1115 - 1123 (2008/02/08)
Compounds containing a substituted oxazolidine ring were prepared in excellent yields in two steps from cis or trans 3-phenylglycidate. When an electron donating amine was used in the nucleophilic opening of an epoxide, treatment of the resulting β-amino-
Tachysan useful for synthesizing method for producing compd. homochiral
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Page/Page column 15, (2008/06/13)
A method is provided for processing a solution having optical isomers to obtain a (2R,3S) target isomer:wherein P1 is H or a hydroxyl protecting group, R1 is H, an alkyl group, an olefinic group or an aromatic group, and R2 is H or R3CO, where R3 is an alkyl group, an olefinic group, an aromatic group, an O-alkyl group, an O-olefinic group or an O-aromatic group, provided that Ris not H when Ris Ph and Pis H. The method includes passing the solution through a chromatographic stationary phase, such as S,S Whelk-O, that has a greater affinity for one of the target isomer and an optical isomer thereof. A portion of the solution with the target isomer is then collected. The solution may be a racemic mixture of (±)-N-CBZ-3-phenylisoserine ethyl ester.
Chemoenzymatic synthesis of the C-13 side chain of paclitaxel (Taxol) and docetaxel (Taxotere)
Hamamoto, Hiromi,Mamedov, Vakhid A.,Kitamoto, Makiko,Hayashi, Nobuyuki,Tsuboi, Sadao
, p. 4485 - 4497 (2007/10/03)
Reduction of methyl 3-chloro-2-oxo-3-phenylpropanoate with various reducing agents gave syn- and anti-3-chloro-2-hydroxy-3-phenylpropanoates 3, which underwent an efficient lipase-catalyzed resolution. All four diastereomers were subsequently converted to N-benzoyl-(2R,3S)-3-phenylisoserine methyl ester, C-13 side chain analogues of paclitaxel (Taxol).
