REMOVAL OF BENZYL-TYPE PROTECTING GROUPS FROM PEPTIDES BY CATALYTIC TRANSFER HYDROGENATION WITH FORMIC-ACID

被引:275
作者
ELAMIN, B [1 ]
ANANTHARAMAIAH, GM [1 ]
ROYER, GP [1 ]
MEANS, GE [1 ]
机构
[1] OHIO STATE UNIV,DEPT BIOCHEM,COLUMBUS,OH 43210
关键词
D O I
10.1021/jo01333a048
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Summary: Formic acid is shown to be a particularly effective hydrogen donor for the rapid removal of peptide benzyl and benzyloxycarbonyl protecting groups by catalytic transfer hydrogenation.Sir: Catalytic transfer hydrogenation has been shown to be a useful procedure for the removal of benzyl and benzyloxycarbonyl protecting groups in peptide synthesis.1-4 Good yields of deprotected products have been obtained under relatively mild conditionsusing both. © 1979, American Chemical Society. All rights reserved.
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页码:3442 / 3444
页数:3
相关论文
共 15 条
[1]  
ANANTHARAMAIAH GM, 1978, INDIAN J CHEM B, V16, P797
[2]  
ANANTHARAMAIAH GM, 1977, J CHEM SOC P1, V5, P490
[3]  
ANANTHARAMAIAH GM, 1977, 26TH C INT UN PUR AP, P1123
[4]  
ANWER MK, 1978, SYNTHESIS-STUTTGART, P75
[5]  
BENOITON L, 1964, CAN J CHEM, V42, P2343
[6]   SYNTHESIS OF PEPTIDES BY AMINOLYSIS OF NITROPHENYL ESTERS [J].
BODANSZKY, M .
NATURE, 1955, 175 (4459) :685-685
[7]   CATALYTIC TRANSFER HYDROGENATION [J].
BRIEGER, G ;
NESTRICK, TJ .
CHEMICAL REVIEWS, 1974, 74 (05) :567-580
[8]   RAPID REMOVAL OF PROTECTING GROUPS FROM PEPTIDES BY CATALYTIC TRANSFER HYDROGENATION WITH 1,4-CYCLOHEXADIENE [J].
FELIX, AM ;
HEIMER, EP ;
LAMBROS, TJ ;
TZOUGRAKI, C ;
MEIENHOFER, J .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (21) :4194-4196
[9]  
GREENSTEIN JP, 1961, CHEM AMINO ACIDS, V3, P1233
[10]   NEW SYNTHETIC SUBSTRATES FOR PEPSIN [J].
INOUYE, K ;
VOYNICK, IM ;
DELPIERRE, GR ;
FRUTON, JS .
BIOCHEMISTRY, 1966, 5 (07) :2473-+