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- W2064797935 abstract "The synthesis of the penta-N-protected polyamide 1 (tert-butyl N-{9-allyl-16-azido-13-(trifluoroacetyl)-4-[2-(trimethylsilyl)ethylsulfonyl]-4,9,13-triazahexadecyl]carbamate=tert-butyl N-{3-{{4-{allyl{3-[(3-azidopropyl)(trifluoroacetyl)aminopropyl}amino}butyl}{[2-(trimethylsilyl)ethyl]sulfonyl}amino}propyl}carbamate) is described, a derivative of thermopentamine (PA 3433) containing five independently removable amino-protecting groups. The selective deprotection of the five protecting groups used, i.e., of allyl, azido, (tert-butoxy)carbonyl (Boc), trifluoroacetyl, and [2-(trimethylsilyl)ethyl]sulfonyl (SES), as well as the rapid transamidation reaction of the trifluoroacetyl group yielding secondary amides is discussed. Subsequent acylation with 4-methoxycinnamoyl chloride at each N-atom of the pentamine backbone is achieved. For the acylation of the terminal N-atom the azido group is replaced by a (2,2,2-trichloro-1,1-dimethylethoxy)carbonyl (Tcboc) group." @default.
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- W2064797935 date "1998-12-16" @default.
- W2064797935 modified "2023-09-23" @default.
- W2064797935 title "Regioselective Deprotection and Acylation of Penta-N-Protected Thermopentamine" @default.
- W2064797935 doi "https://doi.org/10.1002/(sici)1522-2675(19981216)81:12<2300::aid-hlca2300>3.0.co;2-7" @default.
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