2-(3-Ethylureidooxy)acetic acid → HCID 86652623, compound

HRID 1254619Notes

Reaction equation

HRID 1254619 reaction equation
[CH2:1]([NH:3][C:4](=[O:11])[NH:5][O:6][CH2:7][C:8]([OH:10])=O)[CH3:2].[NH2:12][C@@H:13]([CH2:36][C:37]([NH:39][C:40]([C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[C:14]([N:16]([CH2:26][C:27]1[C:28]2[CH:35]=[CH:34][CH:33]=[CH:32][C:29]=2[S:30][CH:31]=1)[C@@H:17]([CH3:25])[CH:18]([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])=[O:15]>>[S:30]1[CH:31]=[C:27]([CH2:26][N:16]([C@@H:17]([CH3:25])[CH:18]([O:19][CH2:20][CH3:21])[O:22][CH2:23][CH3:24])[C:14](=[O:15])[C@@H:13]([NH:12][C:8](=[O:10])[CH2:7][O:6][NH:5][C:4]([NH:3][CH2:1][CH3:2])=[O:11])[CH2:36][C:37](=[O:38])[NH:39][C:40]([C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[C:47]2[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=2)[C:28]2[CH:35]=[CH:34][CH:33]=[CH:32][C:29]1=2

Participants

3

Reactant 2

HCID 533974162-(3-Ethylureidooxy)acetic acidHCID 67075021(S)-2-amino-N1-(benzo[b]thiophen-3-ylmethyl)-N1-((S)-1,1-diethoxy-propan-2-yl)-N4-tritylsuccinamide

Product 1

HCID 86652623HCID 86652623, compound

Procedure

According to the procedure described in the synthesis method of Compound II-15, 2-(3-ethylureidooxy)acetic acid (Compound VI-13) 37 mg (0.23 mmol) was coupled with (S)-2-amino-N1-(benzo[b]thiophen-3-ylmethyl)-N1—((S)-1,1-diethoxypropan-2-yl)-N4-tritylsuccinamide (Compound IV-21) 100 mg (0.15 mmol) to obtain the title compound.

Sources & evidence

ORD record
ord-7676b53bbb544fdf885a75095091ccfa
Source dataset
uspto-grants-2013_06
Patent number
US08455488B2

Reaction notes

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