𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A new reagent for solid and solution phase synthesis of protected guanidines from amines

✍ Scribed by Yaw Fui Yong; Jennifer A. Kowalski; Jason C. Thoen; Mark A. Lipton

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
217 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

A new reagent --4-nitro-l-H-pyrazole-l-[N, N'-bis(ten-butoxycarbonyl)]cmboxamidine --has been develolxd to effect the rapid a~l efficient synthesis of I~(~)-pmtected guanidin~ from and secendm3, amines. The reagent is a more eleclrophilic, sad comfy more derivative of the literature reagent l-H-pyrazole-l- [N, N;bis(tert-butoxycmbonyl)]catboxmrdcfine. The increased reactivity of the new reagent affords it inacased yields in solution mid the need for fewer equivalents when guanylating resin-bound amines.

πŸ“œ SIMILAR VOLUMES

A new flourene-derived anchor for solid-
A new flourene-derived anchor for solid-phase synthesis of protected peptides
✍ Francesc Rabanal; Ernest Giralt; Fernando Albericio πŸ“‚ Article πŸ“… 1992 πŸ› Elsevier Science 🌐 French βš– 298 KB

N-[9-(hydroxymethyl) .2.tluorenyl] succinamic acid may be used as an anchoring linkage for the preparation of protected peptide segments in combination with Boc/Bzl' protection scheme. The new handle proved to be stable to the usual conditions of solid-phase peptide synthesis and gave the protected

A new cleavage strategy for the solid-ph
A new cleavage strategy for the solid-phase synthesis of secondary amines
✍ Paolo Conti; Dennis Demont; Jos Cals; Harry C.J. Ottenheijm; Dirk Leysen πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 210 KB

The clean and efficient cleavage of N-benzyl linked tertiary amines from a solid support (e.g. 4) by treatment with ct-chloroethyl chloroformate (ACE-CI) / methanol to yield secondary amines 7 is described. This allows the solid-phase synthetic transformation of the secondary amine 2 into 7. When th

A new versatile linker for the solid-pha
A new versatile linker for the solid-phase synthesis of secondary amines
✍ Heiko Glatz; Willi Bannwarth πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 238 KB

A novel linker for the solid-phase synthesis of secondary amines based on an intramolecular cyclization was developed. The linker allows for a stepwise built-up of the secondary amines on the support. The feasibility was demonstrated in the parallel synthesis of a small set of different secondary am

A new safety-catch protecting group and
A new safety-catch protecting group and linker for solid-phase synthesis
✍ Sathiah Thennarasu; Chuan-Fa Liu πŸ“‚ Article πŸ“… 2010 πŸ› Elsevier Science 🌐 French βš– 434 KB

The use of two derivatives of 2-methoxy-4-methylsulfinylbenzyl alcohol is demonstrated as a safetycatch protecting group and linker for solid-phase peptide synthesis. The protecting group and linker are stable to TFA and are readily removed under reductive acidolytic conditions.