Piperidine → (R)-3-(4-Formylbenzoylamino)-2-hydroxypropionic acid

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Reaction Steps

To the above resin bound (R)-Fmoc-isoserine was added 500 μL of a 20% solution of piperidine in DMF. Upon shaking for 30 min, the resin was drained and washed with N-methyl-2-pyrrolidinone (6×1 mL). The 200 μmol 4-formylbenzoic acid (30 mg) and 200 μmol HOBt (31 mg) were dissolved in N-methyl-2-pyrrolidinone (500 μL) and added to the resin followed by 200 μmol diisopropyl carbodiimide (25.2 mg) dissolved in acetonitrile (500 μL). The mixture was shaken for 4 hours at 25° C. followed by filtration and washing of the resin with N-methyl-2-pyrrolidinone (3×1 mL).

Provenance & Evidence