1,2-Dichloroethane → HCID 131732923, compound

Participants

Reaction Steps

A solution of 3-(1-naphtyl)-L-alanine-Val-OAllyl TFA salt (1.515 g, 1 eq) in DMF (4.6 ml) was added N,N-diisopropyl ethyl amine (0.56 ml, 1 eq) and the mixture was stirred for 5 min, then added to a solution of Z-Asp(β-tert-butyl)-OH (1.045 g, 3.23 mmol) in 3 ml of DMF. The mixture was shilled at 0° C. HOBT anhydrous (0.437 g, 1 eq) was added followed with EDC (0.682 g; 1.1 eq) in DMF (2.3 ml, as a suspension), The vial of EDC was washed with DMF (2*1.6 ml) and was added to the solution. The mixture was stirred for 22 h (0° C. to RT). It was then diluted with EtOAc (60 ml), the organic layer was washed with citric acid 0.5 M (3*10 ml), then K2CO3 (7.5% w/w) (3*10 ml), then Brine (1*10 ml). The organic layer was dried with MgSO4, filtered off and the solvent was evaporated to dryness to get 1.88 g of the desired and clean compound, which was used for the next step as a crude compound.

Provenance & Evidence