2-(2-(Ethylcarbamoyl)-1-methylhydrazinyl)acetic acid → (S)-tert-butyl 4-(((S)-1,1-diethoxypropan-2-yl)(naphthalen-1-ylmethyl)amino)-3-(2-(2-(ethylcarbamoyl)-1-methylhydrazinyl)acetamido)-4-oxobutanoate
Reaction equation
[CH2:1]([NH:3][C:4]([NH:6][N:7]([CH2:9][C:10]([OH:12])=O)[CH3:8])=[O:5])[CH3:2].[NH2:13][C@H:14]([C:23]([N:25]([C@@H:37]([CH3:45])[CH:38]([O:42][CH2:43][CH3:44])[O:39][CH2:40][CH3:41])[CH2:26][C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][CH:28]=1)=[O:24])[CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>>[CH2:40]([O:39][CH:38]([O:42][CH2:43][CH3:44])[C@@H:37]([N:25]([CH2:26][C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][CH:28]=1)[C:23](=[O:24])[C@@H:14]([NH:13][C:10](=[O:12])[CH2:9][N:7]([CH3:8])[NH:6][C:4](=[O:5])[NH:3][CH2:1][CH3:2])[CH2:15][C:16]([O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[O:17])[CH3:45])[CH3:41]Participants
3
Procedure
According to the procedure described in the synthesis method of Compound II-15, 2-(2-(ethylcarbamoyl)-1-methylhydrazinyl)acetic acid (Compound VI-9) 57 mg (0.33 mmol) was coupled with (S)-tert-butyl 3-amino-4-(((S)-1,1-diethoxypropan-2-yl)(naphthalen-1-ylmethyl)amino)-4-oxobutanoate (Compound IV-16) 100 mg (0.22 mmol) to obtain the title compound.
Sources & evidence
- ORD record
- ord-f0fa3416a43e4f4abf03c851b944483e
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09193734B2
Reaction notes
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