2-(2-(Benzylcarbamoyl)-1-methylhydrazinyl)acetic acid → (S)-tert-butyl 4-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-3-(2-(2-(benzylcarbamoyl)-1-methylhydrazinyl)acetamido)-4-oxobutanoate

HRID 718987Notes

Reaction equation

HRID 718987 reaction equation
[CH2:1]([NH:8][C:9]([NH:11][N:12]([CH2:14][C:15]([OH:17])=O)[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:18][C@H:19]([C:28]([N:30]([CH2:40][C:41]1[C:42]2[CH:49]=[CH:48][CH:47]=[CH:46][C:43]=2[S:44][CH:45]=1)[C@@H:31]([CH3:39])[CH:32]([O:36][CH2:37][CH3:38])[O:33][CH2:34][CH3:35])=[O:29])[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]>>[S:44]1[CH:45]=[C:41]([CH2:40][N:30]([C@@H:31]([CH3:39])[CH:32]([O:33][CH2:34][CH3:35])[O:36][CH2:37][CH3:38])[C:28](=[O:29])[C@@H:19]([NH:18][C:15](=[O:17])[CH2:14][N:12]([CH3:13])[NH:11][C:9](=[O:10])[NH:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:20][C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:22])[C:42]2[CH:49]=[CH:48][CH:47]=[CH:46][C:43]1=2

Participants

3

Reactant 2

HCID 533974892-(2-(Benzylcarbamoyl)-1-methylhydrazinyl)acetic acidHCID 67075220(S)-tert-butyl 3-amino-4-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-4-oxobutanoate

Product 1

HCID 67088269(S)-tert-butyl 4-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-3-(2-(2-(benzylcarbamoyl)-1-methylhydrazinyl)acetamido)-4-oxobutanoate

Procedure

According to the procedure described in the synthesis method of Compound II-15, 2-(2-(benzylcarbamoyl)-1-methylhydrazinyl)acetic acid (Compound VI-3) 77 mg (0.32 mmol) was coupled with (S)-tert-butyl 3-amino-4-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-4-oxobutanoate (Compound IV-18) 100 mg (0.22 mmol) to obtain the title compound.

Sources & evidence

ORD record
ord-dbd2ff9188bb4406b041bbcdc9dac64e
Source dataset
uspto-grants-2015_11
Patent number
US09193734B2

Reaction notes

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