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Synthesis of P-chiral, phosphorothioic acid analogs of N-phospholeucinamide

✍ Scribed by Charles M. Thompson; Jing Lin


Book ID
104255898
Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
251 KB
Volume
37
Category
Article
ISSN
0040-4039

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✦ Synopsis


A diastereomeric mixture of R e-and S e-N-[O-methyl phosphorothioic acid]leucinamides were synthesized by thiophosphorylation of leucinamide followed by monodealkylation of the phosphate methyl ester.

Individual diastereomers were prepared by a scquence utilizing selective protection of the thioic acid moiety as the S-benzyl group, chromatographic separation, and deprotection.


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AbstractÐA novel phosphorus containing ring system incorporating both imidazole and indole moieties has been synthesized and investigated. A new l-tryptophan derived chiral auxiliary which incorporates those elements has been prepared and used for the stereoselective synthesis of novel indolophospho