Triethylamine → (3S*,4R*)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Participants

Reaction Steps

The title compound is prepared in a similar manner as described for Example 9/reaction step G, from ((3S*,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-(isopropylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (22.9 g, 59.1 mmol), 3-(3-methoxy-propoxy)-4-methoxy-benzoic acid (15.6 g, 65.1 mmol), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (16.6 g, 65.1 mmol) and triethylamine (19.6 mL, 237 mmol) in CH2Cl2 (0.6 L) as a yellowish oil. MS: 609.4 [M+H]+; tR (HPLC, C18 column, 5-100% CH3CNIH2O/6 min, 100% CH3CN/23 min, CH3CN and H2O containing 0.1% TFA, flow: 1 mL/min): 7.06 min.

Provenance & Evidence