By J. H. Jones
Expert Periodical stories offer systematic and precise evaluation assurance of development within the significant parts of chemical examine. Written through specialists of their expert fields the sequence creates a special carrier for the lively learn chemist, offering normal severe in-depth bills of growth specifically components of chemistry.
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Additional info for Amino Acids and Peptides (SPR Amino Acids, Peptides (RSC)) vol. 20
E. reactions of side-chain functional groups), which amount to the conversion of one of the familiar aromatic or heterocyclic amino acids into others of the same class. DL-2-Carboxyphenylglycine itute) (noticed to be a potential glutamic acid subst- has been synthesized from phthalonic acid (g-HO2C. C6H4. coli. 12 Il-Substituted a - M n o Acids. a, in the synthesis of modified peptides. 8-Alkylation of furan-2-aldoxime by an a-halogeno-ester, followed either by acid hydrolysis or by reaction with hydroxylamine, yields an a-l-hydroxamino acid ((34) i ( 3 5 ) >.
32* However, the method involves distilling off water (from a mixture containing sodium hydroxide) and some DMF prior to adding the alkyl halide, and then the mixture is kept at 40°C for 2 hours before evaporation, so there seems to be considerable scope for racemization and side reactions. 32e The same process operates in the reaction of a chloro-imine with an N-alkoxycarbonylamino acid I ( 4 9 1 (50)i, previously thought t o lead to the N-pherlyl-1J-t\enzylainide. hy! si1yl ) 1 -L- hydroxyproline to give the cor responding 5-me thoxypyrroli di ne by electrolysis in MeOHI3=” a new route t o a-amino aldehydes through LiA1H4 reduction of a 2-amino acid 3,5-dimethylpyrazolide,33x corresponding CH&H&H=CH2.
In 25 Amino Acids 0 O NH ' *--ti M~ PhCH=CH O H COT OR R e a g e n t s : i , P h L i ; i i , N a N 3 ; iii,BoczO;iv,Sharpless oxidation,then TFA; v, H 2 / P t S c h e m e 12 y 3 6ocNH u i & CHO Me + epimer N-Boc -L- Ieuc in a l -+ vii (SSt S a t)-i n e H , H 6ui vi CONHPrn4 BocNH Reagents; i Me H OH ( R ) - 1 , 3 - d ; h y d r o x y p r o p a n e , TsOH, CH2C12/reflux; ii, T M S - C H Z C H = C H 2 / T i C l 4 ; v. c. l- C36cI-adeuosylhomacysteinelas and Syntheses of -methioninel-. - Hydroxylated bromobutanoic acid).