Solid-phase synthesis of 2-aminoimidazolones

被引:22
作者
Fu, MM [1 ]
Fernandez, M [1 ]
Smith, ML [1 ]
Flygare, JA [1 ]
机构
[1] Tularik Inc, San Francisco, CA 94080 USA
关键词
D O I
10.1021/ol990910p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A solid-phase route for the preparation of 2-aminoimidazolones has been developed which can incorporate diverse functionality at each position of the molecule. Resin-hound S-methyl isothioureas were converted to structures of type I by using commercially available Fmoc-protected amino acids, Products of structure II were accessed by reaction of the S-methyl isothiourea with 5-substituted oxazolones.
引用
收藏
页码:1351 / 1353
页数:3
相关论文
共 13 条
[1]  
Breton JJ, 1997, J PHARMACOL EXP THER, V282, P459
[2]   SYNTHESIS OF 2-DIMETHYLAMINOIMIDAZOLE DERIVATIVES - A NEW ACCESS TO INDOLYL-IMIDAZOLE ALKALOIDS OF MARINE ORIGIN [J].
DALKAFOUKI, A ;
ARDISSON, J ;
KUNESCH, N ;
LACOMBE, L ;
POISSON, JE .
TETRAHEDRON LETTERS, 1991, 32 (39) :5325-5328
[3]  
Di Martino M., 1995, Inflammation Research, V44, pS123
[4]   REGIOSELECTIVE AND ENANTIOSPECIFIC SYNTHESIS OF 6-SUBSTITUTED AND 5,6-DISUBSTITUTED HEXAHYDROPYRIMIDINES [J].
GARRATT, PJ ;
THORN, SN ;
WRIGGLESWORTH, R .
TETRAHEDRON LETTERS, 1991, 32 (05) :691-694
[5]  
HOMAMI SS, 1991, INDIAN J CHEM B, V30, P288
[6]   Solid-phase synthesis of disubstituted guanidines [J].
Kearney, PC ;
Fernandez, M ;
Flygare, JA .
TETRAHEDRON LETTERS, 1998, 39 (18) :2663-2666
[7]   Solid-phase synthesis of 2-aminothiazoles [J].
Kearney, PC ;
Fernandez, M ;
Flygare, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (01) :196-200
[8]  
KUMAR P, 1980, SYNTHESIS-STUTTGART, P836
[9]   SYNTHESIS AND ANTICONVULSANT ACTIVITY OF 2-IMINOHYDANTOINS [J].
KWON, CH ;
IQBAL, MT ;
WURPEL, JND .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (06) :1845-1849
[10]  
MUKERJEE AK, 1991, HETEROCYCLES, V32, P1317