Aspartic Acid revised

Table 8.4 Revised aspartic acid racemization dates for Californian Paleoin-dians. (After Bada, 1985 Table 1, reproduced by permission of the Society for American Archaeology from American Antiquity, 50 no. 3 1985.)...

Quinazolinone annelation of the 0-protected chiral pyrolidinone 74 (derived from L-aspartic acid) forms pyrrolo[2,l-fc]quinazohn-9(lH)-one 75 subsequent desilylation affords (S)-(-)-vasicinone 10, which is identical with the natural /-product (Scheme 16) [212,213]. Asymmetric oxidation of de-oxyvasicinone 11 (via the imine enolate) with either (R)- or (S)-Davis ox-aziridine reagent (lO-camphorsulfonyloxaziridine) [214,215] provides a convenient route to both enantiomers, thus confirming the recently revised stereochemistry of natural vasicinone (Scheme 16) [212,213]. Recently another approaches to optically active pyrrolo[2,l-fo]quinazolinones 10 have been reported by Kamal et al. (lipase-catalyzed resolution) [56], and Argade et aL (asymmetric synthesis from (S)-acetoxysuccinic anhydride) [216]. One-pot synthesis of 11, and related alkaloids has been also developed by utilizing microwave irradiation by Liu et al. [217]. Biogenetically patterned short-step synthesis of pyrroloquinazolinone alkaloids is well established by On-aka [218], and for many other synthesis, see the references cited in these papers. 

CIWA-Ar, Clinical Institute Withdrawal Assessment for Alcohol-Revised GABA, y-aminobutyric acid IV, intravenous NMDA, N-methyl D-aspartate. Br. J. Addict. 1989 84 1353-1357. 

DSM-IV-TR Diagnostic and Statistical Manual of Mental Disorders, 4th edition. Text Revision EPS extrapyramidal side effects EGA first-generation antipsychotic GABA y-aminobutyric acid 5-HT2 5-hydroxytryptamine2 LFT liver function test MSE mental status examination NAME National Alliance for the Mentally 111 NMDA N-methyl-D-aspartate NMS neuroleptic malignant syndrome PANSS Positive and Negative Symptom Scale PET positron emission tomography... 

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