A general and efficient method for the quantitative isolation of free amino acids from natural sources and their identification as crystalline N-t-butyloxycarbonyl amino acid phenacyl esters is described. The applicability of this method is illustrated in the isolation and characterization of major free amino acids from the Mediterranean fruit fly Ceratitis capitata.
AbstractThe title compound (III) is prepared in two steps by a novel procedure.
AbstractPersilylated amino acids such as (I), (IV), or (VI) are used to prepare tritylamino acids such as (II), (V), (VII) by cleavage of the Si‐N bond with trityl chloride (III).
AbstractSimple methods for the preparation of the ditrityl amino acids (III) (from (I)), (IV) (similarly obtained), (VIII) (from (Va)), or (X) (from (Vb) via (IX)) are described.
AbstractThe N‐trimethylmethioninyl alcohols (I) are methylated and then cyclized, producing the tritylaminotetrahydrofurans (III) which are transformed into the ammonium salts (IV).
The readily synthesised N,O-ditritylhomoserine (4) was used for the efficient incorporation of homoserine (1) into peptides; the derived homoseryl peptides were transformed into peptides of canaline and 1,4-diaminobutyric acid using the Mitsunobu reaction.
Chemischer InformationsdienstVolume 17, Issue 22 Natural Products ChemInform Abstract: L-Canaline Derivatives of Interest in Peptide Synthesis K. BARLOS, K. BARLOSSearch for more papers by this authorD. PAPAIOANNOU, D. PAPAIOANNOUSearch for more papers by this authorC. SANIDA, C. SANIDASearch for more papers by this author K. BARLOS, K. BARLOSSearch for more papers by this authorD. PAPAIOANNOU, D. PAPAIOANNOUSearch for more papers by this authorC. SANIDA, C. SANIDASearch for more papers by this author First published: June 3, 1986 https://doi.org/10.1002/chin.198622312Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume17, Issue22June 3, 1986 RelatedInformation
AbstractDie Verwendung von N‐Tritylaminosäure‐benztriazolylestern (I) in der Flüssigphasen‐ und der Festkörpertechnik zum stufenweisen Aufbau von Peptiden wird am Beispiel von Leucin‐Enkephalin (IIa) und Leucin‐Enkephalinamid (IIb) dargelegt.