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Solid phase synthesis of guanidines

✍ Scribed by Shaughnessy Robinson; Eric J. Roskamp

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 494 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)00225-1

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ChemInform Abstract: Solid Phase Synthes

ChemInform Abstract: Solid Phase Synthesis of Guanidines.

✍ S. ROBINSON; E. J. ROSKAMP 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

Novel linker for the solid-phase synthes

Novel linker for the solid-phase synthesis of guanidines

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A novel linker for the generation of alkyl-, acyl-and arylguanidines as an attachment point in solid phase synthesis has been developed. Introduction of a suitably functionalized thiourea to Wang resin via a carbamate linkage, followed by displacement of sulfur with a 1 ° or 2 ° amine affords resin

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Solid-phase synthesis of disubstituted guanidines

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A method for the solid-phase synthesis of disubstituted guanidines is reported. In this procedure, polymer-bound aryl or alkyl amines are converted to methyl isothioureas in three steps and treated with primary and secondary amines to form the disubstituted guanidine products.

Solid-phase synthesis of trisubstituted

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Solid-phase synthesis of N,N′ substitute

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An efficient method for the solid-phase synthesis of substituted guanidines is presented. A variety of alcohols react with resin-bound N,N'-bis(t-butoxycarbonyl)thiopseudourea under Mitsunobu conditions to give the corresponding alkylated thiopseudoureas. The guanidines are liberated from the resin

Solid phase synthesis of cyanoacetamidin

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A synthesis of cyanoacetamidines has been developed, which can be realized on solid support. Reaction of resin-bound cyanoacetic acid with aromatic isothiocyanates yielded thioamides, which could be condensed with primary or secondary aliphatic or aromatic amines in the presence of EDC to yield kete