Sodium Hydroxide → HCID 53694572, compound

HRID 275588Notes

Reaction equation

C(O)(=O)C.[C:5]([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH2:14][NH:15][C:16]([CH2:18][C@H:19]([NH:34][S:35]([C:38]2[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH:39]=2)(=[O:37])=[O:36])[C:20]([N:22]2[CH2:27][CH2:26][C@@H:25]([CH3:28])[CH2:24][CH:23]2[C:29]([O:31]CC)=[O:30])=[O:21])=[O:17])[CH2:9]1)(=[NH:7])[NH2:6].[OH-].[Na+]>>[C:5]([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH2:14][NH:15][C:16](=[O:17])[CH2:18][C@@H:19]([C:20]([N:22]2[CH2:27][CH2:26][C@@H:25]([CH3:28])[CH2:24][CH:23]2[C:29]([OH:31])=[O:30])=[O:21])[NH:34][S:35]([C:38]2[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH:39]=2)(=[O:37])=[O:36])[CH2:9]1)(=[NH:6])[NH2:7]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86747363HCID 86747363, compound

Product 1

HCID 53694572HCID 53694572, compound

Procedure

By treating the product from Example 68 with methanolic sodium hydroxide solution there is obtained (2RS,4R)-1-[N4 -[[(S)-1-amidino-3-piperidinyl]methyl]-N2 -(2-naphthylsulfonyl)-L-asparaginyl]-4-methyl-2-piperidinecarboxylic acid (epimers 1:1 ), FAB-MS: 587 (M+H)+.

Sources & evidence

ORD record: ord-02923376931d4e4b9613474cc67e0d06
Source dataset: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05393760

Reaction notes

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