NOVEL CARBOXYLIC-ACID AND CARBOXAMIDE PROTECTIVE GROUPS BASED ON THE EXCEPTIONAL STABILIZATION OF THE CYCLOPROPYLMETHYL CATION

被引:27
作者
CARPINO, LA
CHAO, HG
GHASSEMI, S
MANSOUR, EME
RIEMER, C
WARRASS, R
SADATAALAEE, D
TRURAN, GA
IMAZUMI, H
EL-FAHAM, A
IONESCU, D
ISMAIL, M
KOWALESKI, TL
HAN, CH
WENSCHUH, H
BEYERMANN, M
BIENERT, M
SHROFF, H
ALBERICIO, F
TRIOLO, SA
SOLE, NA
KATES, SA
机构
[1] INST MOLEC PHARMACOL, D-10315 BERLIN, GERMANY
[2] MILLIPORE CORP, BEDFORD, MA 01730 USA
[3] PERSEPT BIOSYST INC, FRAMINGHAM, MA 01701 USA
关键词
D O I
10.1021/jo00129a005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:7718 / 7719
页数:2
相关论文
共 30 条
[1]  
Abdelmoty Iman, 1994, Letters in Peptide Science, V1, P57, DOI 10.1007/BF00126274
[2]   POLYAMIDE SUPPORTS FOR POLYPEPTIDE-SYNTHESIS [J].
ATHERTON, E ;
CLIVE, DLJ ;
SHEPPARD, RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (22) :6584-6585
[3]   RAPID CONTINUOUS PEPTIDE-SYNTHESIS VIA FMOC AMINO-ACID CHLORIDE COUPLING AND 4-(AMINOMETHYL)PIPERIDINE DEBLOCKING [J].
BEYERMANN, M ;
BIENERT, M ;
NIEDRICH, H ;
CARPINO, LA ;
SADATAALAEE, D .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (02) :721-728
[4]   SOME NOVEL, ACID-LABILE AMINE PROTECTING GROUPS [J].
BRADY, SF ;
HIRSCHMANN, R ;
VEBER, DF .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (01) :143-146
[5]   TERTIARY BUTYL GROUP AS A BLOCKING AGENT FOR HYDROXYL, SULFHYDRYL AND AMIDO FUNCTIONS IN PEPTIDE SYNTHESIS [J].
CALLAHAN, FM ;
PAUL, R ;
ANDERSON, GW ;
ZIMMERMAN, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (02) :201-&
[6]   CARBONIUM ION-SILANE HYDRIDE TRANSFER REACTIONS .3. CYCLOPROPYLMETHYL CATIONS [J].
CAREY, FA ;
TREMPER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (11) :2967-&
[7]   TRIS(2-AMINOETHYL)AMINE AS A SUBSTITUTE FOR 4-(AMINOMETHYL)PIPERIDINE IN THE FMOC/POLYAMINE APPROACH TO RAPID PEPTIDE-SYNTHESIS [J].
CARPINO, LA ;
SADATAALAEE, D ;
BEYERMANN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (05) :1673-1675
[8]   ((9-FLUORENYLMETHYL)OXY)CARBONYL (FMOC) AMINO-ACID FLUORIDES - CONVENIENT NEW PEPTIDE COUPLING REAGENTS APPLICABLE TO THE FMOC/TERT-BUTYL STRATEGY FOR SOLUTION AND SOLID-PHASE SYNTHESES [J].
CARPINO, LA ;
SADATAALAEE, D ;
CHAO, HG ;
DESELMS, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (26) :9651-9652
[9]   TETRAMETHYLFLUOROFORMAMIDINIUM HEXAFLUOROPHOSPHATE - A RAPID-ACTING PEPTIDE COUPLING REAGENT FOR SOLUTION AND SOLID-PHASE PEPTIDE-SYNTHESIS [J].
CARPINO, LA ;
EL-FAHAM, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (19) :5401-5402
[10]   EFFICIENCY IN PEPTIDE COUPLING - 1-HYDROXY-7-AZABENZOTRIAZOLE VS 3,4-DIHYDRO-3-HYDROXY-4-OXO-1,2,3-BENZOTRIAZINE [J].
CARPINO, LA ;
EL-FAHAM, A ;
ALBERICIO, F .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (11) :3561-3564