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

HRID 718990Notes

Reaction equation

HRID 718990 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]([CH2:35][C:36]1[C:37]2[CH:44]=[CH:43][CH:42]=[CH:41][C:38]=2[S:39][CH:40]=1)[C@@H:26]([CH3:34])[CH:27]([O:31][CH2:32][CH3:33])[O:28][CH2:29][CH3:30])=[O:24])[CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>>[S:39]1[CH:40]=[C:36]([CH2:35][N:25]([C@@H:26]([CH3:34])[CH:27]([O:28][CH2:29][CH3:30])[O:31][CH2:32][CH3:33])[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]([CH3:20])([CH3:21])[CH3:22])=[O:17])[C:37]2[CH:44]=[CH:43][CH:42]=[CH:41][C:38]1=2

Participants

3

Reactant 2

HCID 533974172-(2-(Ethylcarbamoyl)-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 67088532(S)-tert-butyl 4-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-3-(2-(2-(ethylcarbamoyl)-1-methylhydrazinyl)acetamido)-4-oxobutanoate

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 (0.32 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-233255dd0fcb48209fc49b0e5927a2ef
Source dataset
uspto-grants-2015_11
Patent number
US09193734B2

Reaction notes

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