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Lithium hydroxide, monohydrate → (R)-2-(1-allyl-2-(1-phenylethylcarbamoyl)hydrazinyl)acetic acid

HRID 718886
Notes
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Reaction equation

HRID 718886 reaction equation
[CH2:1]([N:4]([CH2:17][C:18]([O:20]CC)=[O:19])[NH:5][C:6](=[O:16])[NH:7][C@@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:9])[CH:2]=[CH2:3].O.[OH-].[Li+]>>[CH2:1]([N:4]([CH2:17][C:18]([OH:20])=[O:19])[NH:5][C:6](=[O:16])[NH:7][C@@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:9])[CH:2]=[CH2:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86652565(R)-ethyl 2-(1-allyl-2-(1-phenylethylcarbamoyl)hydrazinyl)acetate

Product 1

HCID 67075317(R)-2-(1-allyl-2-(1-phenylethylcarbamoyl)hydrazinyl)acetic acidYield 97.1%

Procedure

According to the procedure described in the synthesis method of Compound VI-2 with the modification that the reaction was carried out for 2 hours, (R)-ethyl 2-(1-allyl-2-(1-phenylethylcarbamoyl)hydrazinyl)acetate (Compound V-3) 229 mg (0.75 mmol) was reacted with lithium hydroxide monohydrate 38 mg (0.9 mmol) to obtain the title compound 202 mg (97%).

Workup

  1. customdescribed in the synthesis method of Compound VI-2 with the modification that the reaction

Sources & evidence

ORD record
ord-d0d9514338a6426691c0f71a265d0dc2
Source dataset
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09193734B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes