Hydrochloric Acid → HCID 13520377, compound

HRID 1413714Notes

Reaction equation

HRID 1413714 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]([O:28][CH2:29][C:30]2[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:37])=[CH:24][CH:23]=1)[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:23]=[CH:24][C:25]([O:28][CH2:29][C:30]2[C:31]([Cl:37])=[CH:32][CH:33]=[CH:34][C:35]=2[Cl:36])=[CH:26][CH:27]=1)=[O:15])([CH3:18])([CH3:19])[CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70478305HCID 70478305, compound

Product 1

HCID 13520377HCID 13520377, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Aqueous 1 N sodium hydroxide (12 ml.) is added to a suspension of t-butoxycarbonyl-O-(2,6-dichlorobenzyl)-L-tyrosyl-D-alanylglycine methyl ester (Step 2, 4.7 g.) in acetone (25 ml.) stirred with a magnetic stirrer. After 41/2 hours the solution is acidified to pH 2 with 4 N hydrochloric acid. After an hour a white precipitate is removed by filtration and dried under vacuum to give t-butoxycarbonyl-O-(2,6-dichlorobenzyl)-L-tyrosyl-D-alanylglycine.

Workup

  1. custom2 hours
  2. customAfter an hour a white precipitate is removed by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-209ee14962d24e80a41f6013c4b3f900
Source dataset
uspto-grants-1981_02
Patent number
US04251438

Reaction notes

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