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Sodium Hydroxide → alpha-{6(R)-[1(S)-Carboxy-3-phenylpropylamino]-5-oxo-3(S)-(2-thienyl)perhydro-1,4-thiazepin-4-yl}acetic acid

HRID 256025
Notes
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Reaction equation

HRID 256025 reaction equation
C([O:3][C:4]([C@@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[N:18]([CH2:28][C:29]([OH:31])=[O:30])[C:17]1=[O:32])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])C.[OH-].[Na+]>>[C:4]([C@@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[N:18]([CH2:28][C:29]([OH:31])=[O:30])[C:17]1=[O:32])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)([OH:5])=[O:3]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 13877956alpha-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-3(S)-(2-thienyl)perhydro-1,4-thiazepin-4-yl)acetic acid

Product 1

HCID 13877958alpha-{6(R)-[1(S)-Carboxy-3-phenylpropylamino]-5-oxo-3(S)-(2-thienyl)perhydro-1,4-thiazepin-4-yl}acetic acidYield 76.7%

Procedure

90 mg of α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-3(S)-(2-thienyl)perhydro-1,4-thiazepin-4-yl}acetic acid (prepared as described in Example 17 above) were hydrolyzed with aqueous sodium hydroxide in the manner described in Example 5, to give 65 mg of the title compound as a powder.

Sources & evidence

ORD record
ord-1016936beed34ca68b334382fd938268
Source dataset
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04699905

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes