Hydrochloric Acid → HCID 131714686, compound

HRID 1981608Notes

Reaction equation

HRID 1981608 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:41])[CH2:6][NH:7][C:8](=[O:40])[C@@H:9]([CH3:39])[NH:10][C:11](=[O:38])[C@H:12]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][C:23]=1[CH2:29][C:30]1[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=1[Cl:37])[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15].Cl>CC(C)=O>[C:17]([O:16][C:14]([NH:13][C@H:12]([C:11]([NH:10][C@@H:9]([C:8]([NH:7][CH2:6][C:5]([OH:41])=[O:4])=[O:40])[CH3:39])=[O:38])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][C:23]=1[CH2:29][C:30]1[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=1[Cl:37])=[O:15])([CH3:18])([CH3:19])[CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 131714687HCID 131714687, compound

Product 1

HCID 131714686HCID 131714686, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Aqueous 1N sodium hydroxide (12 ml.) is added to a suspension of t-butoxycarbonyl-0-(2,6-dichlorobenzyl)-L-tyrosyl-D-alanylglycine methyl ester (Step 2, 4.7 g.) in acetone (25 ml.) stirred with a magnetic stirrer. After 4 1/2 hours the solution is acidified to pH 2 with 4N hydrochloric acid. After an hour a white precipitate is removed by filtration and dried under vacuum to give t-butoxycarbonyl-0-(2,6-dichlorobenzyl)-L-tyrosyl-D-alanylglycine.

Workup

  1. customAfter 4 1/2 hours
  2. customAfter an hour a white precipitate is removed by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-4bc32aae9773441aa12c885409ac49d7
Source dataset
uspto-grants-1986_06
Patent number
US04593098

Reaction notes

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