Trifluoroacetic acid → HCID 86725265, compound
Reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH2:24][C:25](=[O:57])[NH:26][CH:27]([B:44]3[O:52][CH:51]4[C:46]([CH3:56])([CH:47]5[CH2:53][CH:49]([CH2:50]4)[C:48]5([CH3:55])[CH3:54])[O:45]3)[CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([O:37]C(C)(C)C)=[O:36])[C:30]=3[O:42][CH3:43])[CH:21]=2)[CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[CH2:16]1[C:17]2[C:22](=[CH:21][C:20]([CH2:24][C:25]([NH:26][CH:27]([B:44]3[O:52][CH:51]4[C:46]([CH3:56])([CH:47]5[CH2:53][CH:49]([CH2:50]4)[C:48]5([CH3:55])[CH3:54])[O:45]3)[CH2:28][C:29]3[C:30]([O:42][CH3:43])=[C:31]([CH:32]=[CH:33][CH:34]=3)[C:35]([OH:37])=[O:36])=[O:57])=[CH:19][CH:18]=2)[CH2:23][NH:15]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Trifluoroacetic acid (0.60 mL, 8.08 mmol) was added to a solution of 5-{[2-(3-tert-Butoxycarbonyl-2-methoxy-phenyl)-1-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethylcarbamoyl]-methyl}-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (0.285 g, 0.414 mmol) in CH2Cl2 (3.0 mL) under argon. The reaction was stirred at room temperature for 2 hr then concentrated in vacuo and carried to the next step without purification. ESI-MS m/z 533 (MH)+.
Workup
- concentrationthen concentrated in vacuo
- customcarried to the next step without purification
Sources & evidence
- ORD record
- ord-ec8c1ef504bd4ce89e20b7c20c6471d0
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09376454B2
Reaction notes
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