반응 #43553

반응 방정식

DIPEA

3-Benzylsulfanyl-2-(R)-[(morpholine-4-carbonyl)-amino]-propionic acid

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

HATU

→

off-white solid

수율 6.4%

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

수율 6.4%

용매

CH2Cl2

반응 조건

후처리

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

실험 절차

3-Benzylsulfanyl-2-(R)-[(morpholine-4-carbonyl)-amino]-propionic acid (182 mg, 0.56 mmol, 1.2 eq.), N1-(4-Trifluoromethoxy-phenyl)-(S)-propane-1,2-diamine from Scheme 1a (110 mg, 0.47 mmol, 1.0 eq.), and HATU (185 mg, 0.56 mmol, 1.2 eq.) were dissolved in CH2Cl2 (2 mL) at room temperature. DIPEA (245 μL, 1.41 mmol, 3.0 eq.) was added via syringe and the resulting mixture was monitored by LC/MS to completion. After the reaction was complete, the solvent was evaporated and directly purified by mass-directed HPLC and provided 22 mg (0.03 mmol, 5%) of a off-white solid (mono-TFA salt): HPLC-MS calcd. for C25H31F3N4O4S (M+H+) 541.2, found 541.3.

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