Hydrochloric Acid → HCID 22854679, compound

HRID 1648122Notes

Reaction equation

HRID 1648122 reaction equation
C([O:5][C:6](=[O:48])[CH2:7][CH:8]([NH:20][C:21](=[O:47])[C@H:22]([CH3:46])[NH:23][C:24](=[O:45])[C@H:25]([CH:42]([CH3:44])[CH3:43])[NH:26][C:27](=[O:41])[C@H:28]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1)[NH:29][C:30](=[O:32])[CH3:31])[C:9](=[O:19])[CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(C)(C)C.CO.[OH-].[Na+].Cl>O>[C:30]([NH:29][C@H:28]([C:27]([NH:26][C@H:25]([C:24]([NH:23][C@H:22]([C:21]([NH:20][CH:8]([C:9](=[O:19])[CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH2:7][C:6]([OH:48])=[O:5])=[O:47])[CH3:46])=[O:45])[CH:42]([CH3:44])[CH3:43])=[O:41])[CH2:33][C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1)(=[O:32])[CH3:31]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 54088538HCID 54088538, compound

Product 1

HCID 22854679HCID 22854679, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(N-AcetylTyrosinyl-Valinyl-Alaninyl)-3-amino-4-oxo-7-phenyl heptanoic acid t-butyl ester (12 mg) was stirred with MeOH (0.5 mL), water(0.2 mL), and 2N NaOH (0.1 mL) overnight. The mixture was acidified with 2N HCl and was extracted with EtOAc (3×5 mL). The solvent was evaporated and the product was recrystilized from acetone/hexane to provide the title compound (8 mg).

Workup

  1. extractionwas extracted with EtOAc (3×5 mL)
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-398b8e64f49b4e6bb12cd97740da5d69
Source dataset
uspto-grants-1995_07
Patent number
US05434248

Reaction notes

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