tert-Butyl (2-{2-[(4-{[(benzylamino)carbonyl]amino}benzyl)-amino]-2-oxoethyl}-1-oxo-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl)acetate → (2-{2-[(4-{[(Benzylamino)carbonyl]amino}benzyl)amino]-2-oxoethyl}-1-oxo-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl)acetic Acid

HRID 1179338Notes

Reaction equation

[CH2:1]([NH:8][C:9]([NH:11][C:12]1[CH:42]=[CH:41][C:15]([CH2:16][NH:17][C:18](=[O:40])[CH2:19][N:20]2[CH2:26][CH2:25][CH:24]([CH2:27][C:28]([O:30]C(C)(C)C)=[O:29])[C:23]3[CH:35]=[CH:36][CH:37]=[CH:38][C:22]=3[C:21]2=[O:39])=[CH:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[CH2:1]([NH:8][C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][NH:17][C:18](=[O:40])[CH2:19][N:20]2[CH2:26][CH2:25][CH:24]([CH2:27][C:28]([OH:30])=[O:29])[C:23]3[CH:35]=[CH:36][CH:37]=[CH:38][C:22]=3[C:21]2=[O:39])=[CH:41][CH:42]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 0 °C

Procedure

40 mg (0.07 mmol) of Example III are dissolved in 3 ml of trifluoroacetic acid and the mixture is stirred at 0° C. for 2 h and at room temp. for 16 h. It is concentrated, and the residue is codistilled repeatedly with CH2Cl2 and dried (31.8 mg). ESI-MS [M+H+]=515.

Workup

concentrationIt is concentrated
customdried (31.8 mg)

Sources & evidence

ORD record: ord-fb8bc812493141fcbea7d845ac1f864b
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279468B2

Reaction notes

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