Sodium Hydroxide → HCID 69545630, compound

HRID 1743645Notes

Reaction equation

HRID 1743645 reaction equation
C[O:2][C:3](=[O:23])[C@H:4]([CH2:13][S:14][C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:16]=1[NH2:22])[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[OH-].[Na+]>>[NH2:22][C:16]1[CH:17]=[C:18]([Br:21])[CH:19]=[CH:20][C:15]=1[S:14][CH2:13][C@@H:4]([NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[C:3]([OH:23])=[O:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 58604709HCID 58604709, compound

Product 1

HCID 69545630HCID 69545630, compound

Procedure

100 mg (0.242 mmol) of N-tert-butoxycarbonyl-3-(2-amino-4-bromophenylthio)-L-alanine methyl ester (98%) was added to a system consisting of 20% organic co-solvent (see following table) and 80% buffer solution (0.1M sodium chloride; 3 mM sodium phosphate pH 7.5) under vigorous stirring. 100 ul Alcalase 2.4 L [a subtilisin Carlsberg from Novo Nordisk] was added and the pH maintained at 7.5 under vigorous stirring by the controlled addition (pH-static) of 0.1N sodium hydroxide solution. At the end of the reaction, the conversion degree was determined by HPLC.

Workup

  1. addition100 ul Alcalase 2.4 L [a subtilisin Carlsberg from Novo Nordisk] was added
  2. temperaturethe pH maintained at 7.5
  3. customAt the end of the reaction

Sources & evidence

ORD record
ord-8c512cd7b0654337bf5a1a98c9445b14
Source dataset
uspto-grants-2006_03
Patent number
US07011960B2

Reaction notes

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