Lithium Hydroxide → HCID 22039221, compound

HRID 1016745Notes

Reaction equation

HRID 1016745 reaction equation
C(OC([NH:8][C:9](=[NH:36])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][CH:17]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:30][C:31]([O:33]CC)=[O:32])[C:18]([O:20]CC)=[O:19])=[CH:12][CH:11]=1)=O)(C)(C)C.[Li+].[OH-]>C1COCC1>[C:9]([C:10]1[CH:11]=[CH:12][C:13]([NH:16][CH:17]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:30][C:31]([OH:33])=[O:32])[C:18]([OH:20])=[O:19])=[CH:14][CH:15]=1)(=[NH:8])[NH2:36]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 145812989HCID 145812989, compound

Product 1

HCID 22039221HCID 22039221, compoundYield 53.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

499 mg of ethyl (RS)-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylamino]-(2-ethoxycarbonylmethoxy-phenyl)-acetate were treated in 14 ml of THF with 2 ml of 1N LiOH, adjusted to pH 4 after 4 hrs. with 2 ml of 1N HCl and evaporated in a vacuum. From acetonitrile-water there were obtained 182 mg of (RS)-(4-carbamimidoyl-phenylamino)-(2-carboxymethoxy-phenyl)-acetic acid, m.p. 223° C., MS: 344 (M+H)+.

Workup

  1. customwith 2 ml of 1N HCl and evaporated in a vacuum

Sources & evidence

ORD record
ord-86300f0382364fe1bfe34bb636f891bf
Source dataset
uspto-grants-2002_11
Patent number
US06476264B2

Reaction notes

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