Methoxyacetyl chloride → (R)-tert-Butoxycarbonylamino-[4-(2-methoxy-acetylamino)-phenyl]-acetic acid

Participants

Reaction Steps

Prepared by the same method as described in example 1 except that (i) 2-fluoro-4-iodoaniline was used in place of 4-bromoaniline in step 2, (ii) O-benzotriazol-1-yl-N,N,N′,N′-bis(tetramethylene)uronium hexaflurorophosphate was used as the coupling reagent in place of O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexaflurorophosphate in step 4, and (iii) (R)-tert-butoxycarbonylamino-[4-(2-methoxy-acetylamino)-phenyl]-acetic acid was used in place of (R)-tert-butyloxycarbonylamino-4-methyoxyphenyl-glycine in step 4. (R)-tert-Butoxycarbonylamino-[4-(2-methoxy-acetylamino)-phenyl]-acetic acid was prepared by the same method as described for preparation of (R)-(4-acetylamino-phenyl)-tert-butoxycarbonyl-amino-acetic acid in example 26 except that methoxy-acetyl chloride was used in place of acetic anhydride in step 5.

Provenance & Evidence