반응 #43554

반응 방정식

2-(R)-[(Morpholine-4-carbonyl)-amino]-3-phenylmethanesulfonyl-propionic acid

N1-(4-Trifluoromethoxy-phenyl)-(S)-propane-1,2-diamine

EDC

HOBT

N-methylmorpholine

→

off-white solid

수율 31.0%

Morpholine-4-carboxylic acid {1-(R)-[1-(S)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethylcarbamoyl]-2-phenylmethanesulfonyl-ethyl}-amide

수율 31.0%

용매

CH2Cl2

반응 조건

후처리

1. 1
   기타The solvent was evaporated
2. 2
   기타the reaction was purified by mass-directed HPLC

실험 절차

2-(R)-[(Morpholine-4-carbonyl)-amino]-3-phenylmethanesulfonyl-propionic acid (73 mg, 0.21 mmol, 1.0 eq.), N1-(4-Trifluoromethoxy-phenyl)-(S)-propane-1,2-diamine from Scheme 1a (48 mg, 0.21 mmol, 1.0 eq.), EDC (59 mg, 0.31 mmol, 1.5 eq.), and HOBT (38 mg, 0.25 mmol, 1.2 eq.) were dissolved in CH2Cl2 at room temperature. N-methylmorpholine (225 μL, 2.05 mmol, 10 eq.) was added via syringe and the reaction was monitored to completion by LC/MS. The solvent was evaporated and the reaction was purified by mass-directed HPLC and provided 44 mg (0.06 mmol, 31%) of a off-white solid as a mono-TFA salt: HPLC-MS calcd. for C25H31F3N4O6S (M+H+) 573.2, found 573.3.

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