2-(2-(Ethylcarbamoyl)-1-methylhydrazinyl)acetic acid → 1-(2-((S)-1-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylamino)-2-oxoethyl)-4-ethyl-1-methylsemicarbazide

HRID 718980Notes

Reaction equation

HRID 718980 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]([CH3:37])[C:15]([N:17]([CH2:27][C:28]1[C:29]2[CH:36]=[CH:35][CH:34]=[CH:33][C:30]=2[S:31][CH:32]=1)[C@@H:18]([CH3:26])[CH:19]([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22])=[O:16]>>[S:31]1[CH:32]=[C:28]([CH2:27][N:17]([C@@H:18]([CH3:26])[CH:19]([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22])[C:15](=[O:16])[C@@H:14]([NH:13][C:10](=[O:12])[CH2:9][N:7]([CH3:8])[NH:6][C:4]([NH:3][CH2:1][CH3:2])=[O:5])[CH3:37])[C:29]2[CH:36]=[CH:35][CH:34]=[CH:33][C:30]1=2

Participants

3

Reactant 2

HCID 533974172-(2-(Ethylcarbamoyl)-1-methylhydrazinyl)acetic acidHCID 67075261(S)-2-amino-N-(benzo[b]thiophen-3-ylmethyl)-N-((S)-1,1-diethoxypropan-2-yl)propanamide

Product 1

HCID 670752791-(2-((S)-1-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylamino)-2-oxoethyl)-4-ethyl-1-methylsemicarbazide

Procedure

According to the procedure described in the synthesis method of Compound II-15, 2-(2-(ethylcarbamoyl)-1-methylhydrazinyl)acetic acid (Compound VI-9) 72 mg (0.41 mmol) was coupled with (S)-2-amino-N-(benzo[b]thiophen-3-ylmethyl)-N—((S)-1,1-diethoxypropan-2-yl)propanamide (Compound IV-12) 100 mg (0.27 mmol) to obtain the title compound.

Sources & evidence

ORD record
ord-ee77177215b940f88f6c0f17e7c21929
Source dataset
uspto-grants-2015_11
Patent number
US09193734B2

Reaction notes

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