A Short and Efficient Protocol for the Solid-Phase Synthesis of Retro-Inverso Surrogates

Abstract

A novel and straightforward synthesis of malondiamides on solid-phase has been developed. These compounds, which are obtained in good yield and excellent purity, can be used for the synthesis of large lead-finding split-and-mix-libraries.

Key words

combinatorial chemistry - solid-phase synthesis - amides - acylations - peptides

References

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10

The purity was determined by HPLC at 254 nm and 214 nm and ¹H NMR.

11

Under the same conditions up to 90% cross-linking was found when phthaloyldichloride, isophthaloyldichloride or terephthaloyldichloride were used as diacidchlorides.

12

The results of more complex and non-symmetric acid and acid chlorides will be reported in due course.

13

The ratio was determined by HPLC at 254 nm and 214 nm and ¹H NMR.

14

The investigation of mono Boc-protected diamines as reactant and their subsequent deprotection on solid-phase is underway in our laboratories and will be reported in due course.