HCID 54427124, compound → HCID 54482773, compound
Reaction equation
[C:1]([O:18][CH:19]([CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH3:68])[CH2:20][C:21]([NH:23][C@H:24]([C:28]([NH:30][C@H:31]([C:44]([O:46]CC1C=CC=CC=1)=[O:45])[CH2:32][CH2:33][C:34]([O:36]CC1C=CC=CC=1)=[O:35])=[O:29])[CH:25]([CH3:27])[CH3:26])=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(OCC)(=O)C.CO.O.[Pd]>[C:1]([O:18][CH:19]([CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH3:68])[CH2:20][C:21]([NH:23][C@H:24]([C:28]([NH:30][C@H:31]([C:44]([OH:46])=[O:45])[CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[O:29])[CH:25]([CH3:27])[CH3:26])=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]Participants
6
Reactant 1
Product 1
Reagents, catalysts & solvents 4
Procedure
Dibenzyl N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-valyl]-L-glutamate (950 mg) prepared by the method of Example 2 was dissolved in a mixture of ethyl acetate (200 ml) and methanol (50 ml). A suspended mixture of palladium black (800 mg) in water (10 ml) was added thereto. The mixture was subjected to catalytic hydrogenation at 2.5 atmospheric pressure. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was dried up by using high vacuum pump to afford amorphus N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-valyl]-L-glutamic acid (770 mg).
Workup
- additionwas added
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was dried up
Sources & evidence
- ORD record
- ord-409c17f47d65444597aa33bfe7ee9711
- Source dataset
- uspto-grants-1987_02
- Patent number
- US04643990
Reaction notes
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