Sodium Hydroxide → HCID 69545603, compound

HRID 1743649Notes

Reaction equation

HRID 1743649 reaction equation
C[O:2][C:3](=[O:28])[C@H:4]([CH2:13][S:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([O:23][CH2:24][CH:25]=[CH2:26])=[O:22])=[CH:17][C:16]=1[NH2:27])[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[OH-].[Na+]>>[CH2:24]([O:23][C:21](=[O:22])[C:18]1[CH:19]=[CH:20][C:15]([S:14][CH2:13][C@@H:4]([NH:5][C:6]([O:8][C:9]([CH3:11])([CH3:10])[CH3:12])=[O:7])[C:3]([OH:28])=[O:2])=[C:16]([NH2:27])[CH:17]=1)[CH:25]=[CH2:26]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 58604712HCID 58604712, compound

Product 1

HCID 69545603HCID 69545603, compound

Procedure

200 mg (0.487 mmol) of N-tert-butoxycarbonyl-3-(4-alloxycarbonyl-2-aminophenylthio)-L-alanine methyl ester (96.7%) was added to a system consisting of 2 to 5 ml of an organic co-solvent (see following table) and 20 ml buffer solution (0.1M sodium chloride; 3 mM sodium phosphate pH 7.0) under vigorous stirring. Alcalase 2.4 L [a subtilisin Carlsberg from Novo Nordisk, amount see following table] was added and the pH maintained at 7.0 under vigorous stirring by the controlled addition (pH-static) of 0.1N sodium hydroxide solution. The reaction was monitored by the consumption of titrating agent, and the formation of the product confirmed by HPLC.

Workup

  1. additionwas added
  2. temperaturethe pH maintained at 7.0
  3. customThe reaction was monitored by the consumption

Sources & evidence

ORD record
ord-d2a4956e67af4fa381836fa0e9fc8429
Source dataset
uspto-grants-2006_03
Patent number
US07011960B2

Reaction notes

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