2-(3-Ethylureidooxy)acetic acid → HCID 67088314, compound

HRID 1254621Notes

Reaction equation

[CH2:1]([NH:3][C:4](=[O:11])[NH:5]OCC(O)=O)[CH3:2].[NH2:12][C@@H:13]([CH2:37][O:38][C:39]([CH3:42])([CH3:41])[CH3:40])[C:14]([N:16]([C@@H:28]([CH3:36])[CH:29]([O:33][CH2:34][CH3:35])[O:30][CH2:31][CH3:32])[CH2:17][C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][CH:19]=1)=[O:15]>>[C:39]([O:38][CH2:37][C@H:13]([NH:12][C:29](=[O:30])[CH2:28][N:16]([CH3:14])[NH:5][C:4]([NH:3][CH2:1][CH3:2])=[O:11])[C:14]([N:16]([C@@H:28]([CH3:36])[CH:29]([O:33][CH2:34][CH3:35])[O:30][CH2:31][CH3:32])[CH2:17][C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][CH:19]=1)=[O:15])([CH3:42])([CH3:41])[CH3:40]

Participants

Reactant 2

HCID 533974162-(3-Ethylureidooxy)acetic acid

HCID 67088350HCID 67088350, compound

Product 1

HCID 67088314HCID 67088314, compoundYield 45.4%

Procedure

According to the procedure described in the synthesis method of Compound II-130, 2-(3-ethylureidooxy)acetic acid (Compound VI-13) 32 mg (0.18 mmol) was coupled with (S)-2-amino-3-tert-butoxy-N—((S)-1,1-diethoxypropan-2-yl)-N-(naphthalen-1-ylmethyl)propanamide (Compound IV-24) 65 mg (0.15 mmol) to obtain the title compound 20 mg (22%).

Sources & evidence

ORD record: ord-7fd2f96266c440b0a01ad493280b6a25
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08455488B2

Reaction notes

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