Sodium Hydroxide → 7-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid

HRID 2226408Notes

Reaction equation

HRID 2226408 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([N:15]1[C@H:23]([C:24]([O:26]CC)=[O:25])[CH2:22][C:17]2([S:21][CH2:20][CH2:19][S:18]2)[CH2:16]1)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>>[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([N:15]1[C@H:23]([C:24]([OH:26])=[O:25])[CH2:22][C:17]2([S:18][CH2:19][CH2:20][S:21]2)[CH2:16]1)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 133736297-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, ethyl ester

Product 1

HCID 133736277-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid

Procedure

Hydrolyze 1.43 g of 7-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro [4.4]nonane-8(S) -carboxylic acid, ethyl ester (prepared as described in paragraph B next above) with sodium hydroxide as described in Example 23 to obtain 7-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, a colorless oil, [α]D26 -7.9°.

Sources & evidence

ORD record
ord-691718034b9b43f2945232df7af22836
Source dataset
uspto-grants-1994_09
Patent number
US05348944

Reaction notes

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