Lithium Hydroxide → HCID 69999870, compound

HRID 1634052Notes

Reaction equation

C([O:3][C:4](=[O:46])[CH2:5][C@@H:6]([NH:13][C:14](=[O:45])[CH2:15][N:16]1[C:22](=[O:23])[C:21]2[CH:24]=[C:25]([NH:28][C:29]([NH:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[O:30])[CH:26]=[CH:27][C:20]=2[O:19][C@@H:18]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH2:17]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)C.[Li+].[OH-]>>[CH2:32]([NH:31][C:29](=[O:30])[NH:28][C:25]1[CH:26]=[CH:27][C:20]2[O:19][C@@H:18]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH2:17][N:16]([CH2:15][C:14]([NH:13][C@@H:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:5][C:4]([OH:46])=[O:3])=[O:45])[C:22](=[O:23])[C:21]=2[CH:24]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 69998524HCID 69998524, compound

Product 1

HCID 69999870HCID 69999870, compoundYield 87.5%

Procedure

Hydrolysis of (R,S)-3-{2-[7-(3-benzyl-ureido)-5-oxo-2-phenyl-2,3-dihydro-5H-benzo[f][1,4]oxazepin-4-yl]-acetylamino}-3-phenyl-propionic acid ethyl ester (0.15 g, 0.24 mmol) in the presence of aqueous LiOH, as described in Example 1, yielded (R,S)-3-{2-[7-(3-benzyl-ureido)-5-oxo-2-phenyl-2,3-dihydro-5H-benzo[f][1,4]oxazepin-4-yl]-acetylamino}-3-phenyl-propionic acid (0.125 g, 0.21 mmol): mp. 138-140° C.; MS (ISP) 593 (M+1)+.

Sources & evidence

ORD record: ord-d677432fd5bb4b9883de0ec85dd926cc
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06506744B1

Reaction notes

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