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Solid-phase synthesis of N,N′ substituted guanidines

✍ Scribed by Dharmpal S. Dodd; Owen B. Wallace

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
201 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 upon exposure to ammonia or primary amines.

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Solid-phase synthesis of disubstituted g
Solid-phase synthesis of disubstituted guanidines
✍ Patrick C. Kearney; Monica Fernandez; John A. Flygare 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 227 KB

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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The solid-phase synthesis of trisubsituted guanidines is reported via aza-Wittig coupling of a solid-supported alkyl iminophosphorane with an aryl or alkyl isothiocyanate to generate the corresponding solid-supported carbodiimide which is then reacted with a primary or secondary amine to afford the