Macrocyclizations for medicinal chemistry: Synthesis of druglike macrocycles by high-concentration ullmann coupling

Journal of Organic Chemistry

Volumn 77, Issue 24, 2012, Pages 11079-11090

  Collins, James C ^a   Farley, Kathleen A ^b   Limberakis, Chris ^b   Liras, Spiros ^b   Price, David ^b   James, Keith ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARYL IODIDES; COPPER CATALYST; MACRO-CYCLIZATION; MACROCYCLES; MEDICINAL CHEMISTRY; REACTION CONCENTRATION; RING SIZES; SUBSTITUTION PATTERNS;

CHEMICAL COMPOUNDS; PHENOLS;

LOADING;

3 [2 [2 [(3 HYDROXYPHENETHYL)AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (2 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; 3 [2 [2 [(3 HYDROXYPHENETHYL)AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (3 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; 3 [2 [2 [(3 HYDROXYPHENETHYL)AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (4 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; 3 [2 [2 [2 (1H IMIDAZOL 4 YL)ETHYL]AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (2 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; 3 [2 [2 [2 (1H IMIDAZOL 4 YL)ETHYL]AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (4 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; 3 [2 [2 [[2 (1H IMIDAZOL 2 YL)ETHYL]AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (3 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; 3 [2 [2 [[2 (1H IMIDAZOL 4 YL)ETHYL]AMINO] 2 OXOETHOXY]PHENYL] N [2 [2 (3 IODOPHENYL) N METHYLACETAMIDO]ETHYL]N METHYLPROPANAMIDE; COPPER; HISTIDINE; IMIDAZOLE DERIVATIVE; IODIDE; MACROCYCLIC COMPOUND; N [3 [3 [2 [2 [(3 HYDROXYPHENETHYL)AMINO] 2 OXOETHOXY]PHENYL]PROPANAMIDO]PROPYL] 3 IODOBENZAMIDE; N [3 [3 [2 [2 [[2 (1H IMIDAZOL 4 YL)ETHYL]AMINO] 2 OXOETHOXY]PHENYL]PROPANAMIDO]PROPYL] 3 IODOBENZAMIDE; NUCLEOPHILE; PHENOL DERIVATIVE; TYROSINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL PROCEDURES; CHEMICAL REACTION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; MACROCYCLIZATION; SUBSTITUTION REACTION; ULLMANN COUPLING;

CHEMISTRY TECHNIQUES, SYNTHETIC; CHEMISTRY, PHARMACEUTICAL; CYCLIZATION; DRUG DESIGN; HISTIDINE; IMIDAZOLES; MACROCYCLIC COMPOUNDS; PHENOLS; TYROSINE;

EID: 84871602917     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo302089f     Document Type: Article

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