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

HRID 1254566Notes

Reaction equation

HRID 1254566 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([NH:10][N:11]([CH2:13][C:14]([OH:16])=O)[CH3:12])=[O:9])=[CH:4][CH:3]=1.[NH2:19][C@@H:20]([CH3:43])[C:21]([N:23]([CH2:33][C:34]1[C:35]2[CH:42]=[CH:41][CH:40]=[CH:39][C:36]=2[S:37][CH:38]=1)[C@@H:24]([CH3:32])[CH:25]([O:29][CH2:30][CH3:31])[O:26][CH2:27][CH3:28])=[O:22]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8](=[O:9])[NH:10][N:11]([CH2:13][C:14]([NH:19][C@@H:20]([CH3:43])[C:21]([N:23]([CH2:33][C:34]2[C:35]3[CH:42]=[CH:41][CH:40]=[CH:39][C:36]=3[S:37][CH:38]=2)[C@@H:24]([CH3:32])[CH:25]([O:29][CH2:30][CH3:31])[O:26][CH2:27][CH3:28])=[O:22])=[O:16])[CH3:12])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 533975012-(2-((4-Chlorobenzyl)carbamoyl)-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 670752684-(4-chlorobenzyl)-1-(2-((S)-1-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylamino)-2-oxoethyl)-1-methylsemicarbazide

Procedure

According to the procedure described in the synthesis method of Compound II-15, 2-(2-(4-chlorobenzylcarbamoyl)-1-methylhydrazinyl)acetic acid (Compound VI-7) 112 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-3bd5ef62a3a549ccad894cc4d3e52af7
Source dataset
uspto-grants-2013_06
Patent number
US08455488B2

Reaction notes

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