Acetic Acid → HCID 67914452, compound
Reaction equation
[NH2:1][C@H:2]([C:6]([N:8]1[CH2:38][CH2:37][CH2:36][C@H:9]1[C:10]([N:12]([C:28](=[O:35])[C:29](=[O:34])[CH:30](N)[CH2:31][CH3:32])[C@@H:13]([C:18]([NH:20][C@H:21]([C:25]([OH:27])=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16])=[O:11])=[O:7])[CH:3]([CH3:5])[CH3:4].[C:39]1([CH2:45][CH2:46][CH2:47][C:48]([O:50]C(=O)CCCC2C=CC=CC=2)=O)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.C([N:64](CC)CC)C.C(O)(=O)C>CO.C(Cl)Cl>[C:39]1([CH2:45][CH2:46][CH2:47][C:48]([NH:1][C@H:2]([C:6]([N:8]2[CH2:38][CH2:37][CH2:36][C@H:9]2[C:10]([N:12]([C:28](=[O:35])[C:29](=[O:34])[CH2:30][CH2:31][CH3:32])[C@@H:13]([C:18]([NH:20][C@H:21]([C:25]([OH:27])=[O:26])[CH:22]([CH3:23])[CH3:24])=[O:19])[CH:14]([NH2:64])[CH:15]([CH3:17])[CH3:16])=[O:11])=[O:7])[CH:3]([CH3:5])[CH3:4])=[O:50])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1Participants
7
Procedure
23.6 mg of L-valyl-L-prolyl-3-amino-2-oxo-pentanoyl-D-leucyl-L-valine prepared by the manner shown in Example 8 were dissolved in 2 ml of methanol. The resultant solution was admixed with a solution of 30 mg of 4-phenyl-butanoic acid anhydride in 1 ml of methylene chloride and with 0.050 ml of triethylamine, and stirred at room temperature for 1 hour. The reaction mixture was acidified with acetic acid, and subjected to a purification operation by employing a column (300 ml) filled with "Sefadex LH20 " with methanol, so that 20.9 mg of phenylbutanoyl-L-valyl-L-prolyl-3-amino-2-oxopentanoyl-D-leucyl-L-valine were obtained.
Workup
- additionfilled with "Sefadex
Sources & evidence
- ORD record
- ord-84b541ed9192483e8505068cdb162339
- Source dataset
- uspto-grants-1992_11
- Patent number
- US05162500
Reaction notes
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