CONSTRUCTION OF AN FK-506 ANALOG FROM RAPAMYCIN-DERIVED MATERIALS

被引:18
作者
GOULET, MT
HODKEY, DW
机构
[1] Merck Sharp and Dohme Research Laboratories, Rahway, NJ 07065
关键词
FK-506; RAPAMYCIN; IMMUNOSUPPRESSANT; SEMISYNTHESIS; MACROLACTONIZATION;
D O I
10.1016/S0040-4039(00)92266-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fragments derived from the degradation of rapamycin have been reassembled to form a tricarbonyl containing macrocycle similar in structure to FK-506.
引用
收藏
页码:4627 / 4630
页数:4
相关论文
共 20 条
[1]   SYNTHESIS OF THE NOVEL SARCOSINE AND PROLINE (FK-525) ANALOGS OF FK-506 - REARRANGEMENT OF THE ALLYLIC ESTER SYSTEM [J].
ASKIN, D ;
REAMER, RA ;
JOE, D ;
VOLANTE, RP ;
SHINKAI, I .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (20) :5448-5450
[2]   EFFICIENT DEGRADATION OF FK-506 TO A VERSATILE SYNTHETIC INTERMEDIATE [J].
ASKIN, D ;
JOE, D ;
REAMER, RA ;
VOLANTE, RP ;
SHINKAI, I .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (20) :5451-5454
[3]   FACILE SYNTHESIS OF CARBOXAMIDES BY USING 1-METHYL-2-HALOPYRIDINIUM IODIDES AS COUPLING REAGENTS [J].
BALD, E ;
SAIGO, K ;
MUKAIYAMA, T .
CHEMISTRY LETTERS, 1975, (11) :1163-1166
[4]   PROBING IMMUNOSUPPRESSANT ACTION WITH A NONNATURAL IMMUNOPHILIN LIGAND [J].
BIERER, BE ;
SOMERS, PK ;
WANDLESS, TJ ;
BURAKOFF, SJ ;
SCHREIBER, SL .
SCIENCE, 1990, 250 (4980) :556-559
[5]   HORNER-WADSWORTH-EMMONS REACTION - USE OF LITHIUM-CHLORIDE AND AN AMINE FOR BASE SENSITIVE COMPOUNDS [J].
BLANCHETTE, MA ;
CHOY, W ;
DAVIS, JT ;
ESSENFELD, AP ;
MASAMUNE, S ;
ROUSH, WR ;
SAKAI, T .
TETRAHEDRON LETTERS, 1984, 25 (21) :2183-2186
[6]   A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].
CARLSEN, PHJ ;
KATSUKI, T ;
MARTIN, VS ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938
[7]  
CASTRO B, 1977, SYNTHESIS-STUTTGART, P413
[8]  
COLEMAN RS, 1989, HETEROCYCLES, V28, P157
[9]   SYNTHESIS OF OLEFINS FROM O,O'-DIALKYL ALPHA-LITHIOALKYLPHOSPHONOTHIOATE ESTERS [J].
COREY, EJ ;
KWIATKOW.GT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (23) :5654-&
[10]  
GOULET MT, 1990, TETRAHEDRON LETT, V31, P4845