High yielding synthesis of 3a-hydroxypyrrolo[2,3-6]indoline dipeptide methyl esters: Synthons for expedient introduction of the hydroxypyrroloindoline moiety into larger peptide-based natural products and for the creation of tryptathionine bridges

Journal of Organic Chemistry

Volumn 70, Issue 21, 2005, Pages 8424-8430

  May, Jonathan P ^a   Fournier, Pierre ^a,b   Pellicelli, Jonathan ^a   Patrick, Brian O ^a   Perrin, David M ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^b UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; ESTERS; OXIDATION; POLYPEPTIDES; SEPARATION; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION;

AMATOXINS; ANTI-CIS DIASTEREOMERS; SAVIGE-FONATAN REACTIONS; SYN-CIS;

ORGANIC COMPOUNDS;

3ALPHA HYDROXYPYRROLO[2,3 B]INDOLINE DIPEPTIDE METHYL ESTER DERIVATIVE; ACID; AMANITIN; AMINO ACID DERIVATIVE; CYSTEINE; ESTER; HYDROXYPYRROLOINDOLINE; INDOLE DERIVATIVE; NATURAL PRODUCT; PEPTIDE; PHALLOTOXIN; THIONINE; TRIPEPTIDE; TRYPTATHIONINE; TRYPTOPHAN DERIVATIVE; UNCLASSIFIED DRUG;

AMINO TERMINAL SEQUENCE; ARTICLE; CARBOXY TERMINAL SEQUENCE; CHEMICAL REACTION; CRYSTAL STRUCTURE; CYCLIZATION; DEPROTECTION REACTION; DIASTEREOISOMER; OXIDATION; PEPTIDE SYNTHESIS; PROTEIN MOTIF; PROTON NUCLEAR MAGNETIC RESONANCE; SAVIGE FONTANA REACTION; X RAY DIFFRACTION;

CYCLIZATION; CYSTEINE; DIPEPTIDES; ESTERS; INDOLES; METHYLATION; MOLECULAR STRUCTURE; PEPTIDES, CYCLIC; PYRROLIDINES; TRYPTOPHAN;

EID: 26844527594     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051105t     Document Type: Article

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