NOVEL HIGH-YIELD SYNTHESIS OF GAMMA-ESTERS OF GLUTAMIC-ACID AND BETA-ESTERS OF ASPARTIC-ACID BY COPPER-CATALYZED HYDROLYSIS OF THEIR DIESTERS

被引:42
作者
PRESTIDGE, RL [1 ]
HARDING, DRK [1 ]
BATTERSBY, JE [1 ]
HANCOCK, WS [1 ]
机构
[1] MASSEY UNIV,DEPT CHEM BIOCHEM & BIOPHYS,PALMERSTON NORTH,NEW ZEALAND
关键词
D O I
10.1021/jo00910a030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3287 / 3288
页数:2
相关论文
共 14 条
[1]   ACID STABILITY OF SEVERAL BENZYLIC PROTECTING GROUPS USED IN SOLID-PHASE PEPTIDE SYNTHESIS - REARRANGEMENT OF 0-BENZYLTYROSINE TO 3-BENZYLTYROSINE [J].
ERICKSON, BW ;
MERRIFIELD, RB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (11) :3750-3756
[2]  
GREENSTEIN JP, 1961, CHEM AMINO ACIDS, V2, P941
[3]   PREPARATION OF SUBSTITUTED GAMMA-BENZYL-L-GLUTAMATES AND BETA-BENZYL-L-ASPARTATES [J].
LEDGER, R ;
STEWART, FHC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1965, 18 (09) :1477-&
[4]   AMINO ACIDS AND PEPTIDES .4. INTERMEDIATES FOR THE SYNTHESIS OF CERTAIN CYSTINE-CONTAINING PEPTIDE SEQUENCES IN INSULIN [J].
MACLAREN, JA ;
SAVIGE, WE ;
SWAN, JM .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1958, 11 (03) :345-359
[5]   COPPER(II) COMPLEX CATALYSIS OF AMINO-ACID ESTER HYDROLYSIS - CORRELATION WITH COMPLEX STABILITY [J].
NAKON, R ;
RECHANI, PR ;
ANGELICI, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (07) :2117-2120
[6]   THE USE OF PARA-NITROBENZYL ESTERS IN PEPTIDE SYNTHESIS [J].
SCHWARZ, H ;
ARAKAWA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (21) :5691-5695
[7]  
SHIELDS JE, 1964, J AM CHEM SOC, V86, P1491
[8]  
STEWART JM, 1969, SOLID PHASE PEPTIDE, P20
[9]   AMINO-ACIDS AND PEPTIDES .4. NOVEL PEPTIDE-BOND FORMATION CATALYZED BY METAL IONS-II FORMATION OF OPTICALLY-ACTIVE PEPTIDE ESTERS [J].
TERASHIMA, S ;
WAGATSUMA, M ;
YAMADA, S .
TETRAHEDRON, 1973, 29 (11) :1487-1496
[10]  
TERASHIMA S, 1973, TETRAHEDRON, V29, P1497