✦ LIBER ✦

Novel linker for the solid-phase synthesis of guanidines

✍ Scribed by John A Josey; Catherine A Tarlton; Courtney E Payne

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 180 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)01242-8

No coin nor oath required. For personal study only.

✦ Synopsis

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 bound guanidines suitably protected for further manipulation. Activation of the thiourea with Mukaiyama's reagent allows for the generation of arylguanidines. Mild acid treatment effects deprotection and liberation from the resin to afford guanidines in good yield and high purity.

📜 SIMILAR VOLUMES

Novel silyl linkers for solid-phase synt

Novel silyl linkers for solid-phase synthesis

✍ Marco M. Meloni; R.C.D. Brown; Peter D. White; Duncan Armour 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 161 KB

The syntheses of two silyl chloride resins, 2 and 10 are described starting from Merrifield resin, 3-methyl-1,3-butanediol and diphenyldichlorosilane or dimethyldichlorosilane, respectively. The silyl chloride resin 2 was used for the attachment of 1°a lcohols, 2°alcohols and phenols to the solid ph

A novel linker strategy for solid-phase

A novel linker strategy for solid-phase synthesis

✍ J.Richard Morphy; Zoran Rankovic; David C. Rees 📂 Article 📅 1996 🏛 Elsevier Science 🌐 French ⚖ 185 KB

A novel, thioacetal based linker for sol

A novel, thioacetal based linker for solid-phase synthesis

✍ Christoph M Huwe; Hermann Künzer 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 286 KB

Commercially available (+)-ct-lipoic acid was employed as a novel, chemically robust linker for the immobilization of ketones. The utility of this thioacetal based linker in solid-phase synthesis was demonstrated by synthesizing several 4-acetylbiphenyls and 4-alkoxyacetophenones via Suzuki and Mits

Linkers for Solid-Phase Synthesis

✍ Stefan Brase; Stefan Dahmen 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 50 KB 👁 2 views

Linkers for Solid-Phase Synthesis

✍ Kerstin Knepper; Carmen Gil; Stefan Brase 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 8 KB 👁 2 views

Solid phase synthesis of guanidines

✍ Shaughnessy Robinson; Eric J. Roskamp 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 494 KB