Trifluoroacetic acid → HCID 86758043, compound
Reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([N:15]1[CH2:18][CH:17]([CH2:19][CH2:20][C:21]([N:23]2[CH2:28][CH2:27][CH2:26][C@@H:25]([C:29]([NH:31][C@H:32]([C:37]#[CH:38])[CH2:33][C:34]([OH:36])=[O:35])=[O:30])[CH2:24]2)=[O:22])[CH2:16]1)=O)(C)(C)C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:15]1[CH2:18][CH:17]([CH2:19][CH2:20][C:21]([N:23]2[CH2:28][CH2:27][CH2:26][C@@H:25]([C:29]([NH:31][C@H:32]([C:37]#[CH:38])[CH2:33][C:34]([OH:36])=[O:35])=[O:30])[CH2:24]2)=[O:22])[CH2:16]1Participants
3
Procedure
Trifluoroacetic acid (3 ml) was added to N-[(R)-1-[3-(1-tert-butoxycarbonyl-3-azetidinyl)propanoyl]-3-piperidylcarbonyl]-3(S)-ethynyl-β-alanine (1.11 g, 2.55 mmol). The reaction mixture was stirred for 1 hour at room temperature. Solvent was evaporated in vacuo. The residue was purified by HPLC to give N-[(R)-1-[3-(3-azetidinyl)propanoyl]-3-piperidylcarbonyl]-3(S)-ethynyl-β-alanine trifluoroacetate (270 mg, 23.6%).
Workup
- customSolvent was evaporated in vacuo
- customThe residue was purified by HPLC