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A new cleavage strategy for the solid-phase synthesis of secondary amines

✍ Scribed by Paolo Conti; Dennis Demont; Jos Cals; Harry C.J. Ottenheijm; Dirk Leysen

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
210 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 the Merrifleld resin l is used the N-tethered amine-polymeric matrix ensemble is stable towards a wide variety of reaction conditions.

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