Preparation of N-Boc-(2,6-bis-(ethoxycarbonyl)pyridin-4-yl)-L-alanines as tridentate ligands

被引:21
作者
Schmidt, B [1 ]
Ehlert, DK [1 ]
机构
[1] Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
关键词
pyridine; tridentate ligand; Heck olefination; lanthanide; zinc mediated addition;
D O I
10.1016/S0040-4039(98)00711-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The pyridylalanine 7a was synthesised in good yield from serine and 4-bromopyridine 3. The pyridylpropionates 12, 13 were synthesised in good yields by either Heckolefination or palladium catalysed cross coupling. (C) 1998 Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:3999 / 4002
页数:4
相关论文
共 15 条
[1]  
ACHYUTHARAO S, 1991, J ORG CHEM, V56, P4591
[2]   NUCLEAR ANALOGS OF BETA-LACTAM ANTIBIOTICS .2. TOTAL SYNTHESIS OF 8-OXO-4-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACIDS [J].
BRYAN, DB ;
HALL, RF ;
HOLDEN, KG ;
HUFFMAN, WF ;
GLEASON, JG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) :2353-2355
[3]   Functional models for vanadium haloperoxidase: Reactivity and mechanism of halide oxidation [J].
Colpas, GJ ;
Hamstra, BJ ;
Kampf, JW ;
Pecoraro, VL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (14) :3469-3478
[4]  
DUNN MJ, 1993, SYNLETT, P499
[5]   (S)-ALPHA-AMINO-2,2'-BIPYRIDINE-6-PROPANOIC ACID - A VERSATILE AMINO-ACID FOR DENOVO METALLOPROTEIN DESIGN [J].
IMPERIALI, B ;
FISHER, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8527-8528
[6]   CARBONYLATIVE COUPLING OF AN AMINO ACID-DERIVED ORGANOZINC REAGENT WITH FUNCTIONALIZED ARYL IODIDES - SYNTHESIS OF KYNURENINE [J].
JACKSON, RFW ;
TURNER, D ;
BLOCK, MH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (21) :2207-2208
[7]   Carbonylative coupling of organozinc reagents in the presence and absence of aryl iodides: Synthesis of unsymmetrical and symmetrical ketones [J].
Jackson, RFW ;
Turner, D ;
Block, MH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (06) :865-870
[8]  
LINDEBERG G, 1991, INT J PEPT PROT RES, V38, P253
[9]  
Neidleman SL., 1986, BIOHALOGENATION PRIN
[10]   DNA BENDING AND BINDING BY METALLO-ZIPPER MODELS OF BZIP PROTEINS [J].
PALMER, CR ;
SLOAN, LS ;
ADRIAN, JC ;
CUENOUD, B ;
PAOLELLA, DN ;
SCHEPARTZ, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (35) :8899-8907