Hydrogen Bromide → HCID 54067213, compound

HRID 236504Notes

Reaction equation

HRID 236504 reaction equation
[C:1]([O:18][CH:19]([CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[CH2:20][C:21]([NH:23][C@H:24]([C:28]([NH:30][C@H:31]([C:47]([OH:49])=[O:48])[CH2:32][CH2:33][CH2:34][CH2:35][NH:36]C(OCC1C=CC=CC=1)=O)=[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].Br>C(O)(=O)C>[C:1]([O:18][CH:19]([CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[CH2:20][C:21]([NH:23][C@H:24]([C:28]([NH:30][C@H:31]([C:47]([OH:49])=[O:48])[CH2:32][CH2:33][CH2:34][CH2:35][NH2:36])=[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

4

Reactant 2

HCID 260Hydrogen BromideHCID 86741314HCID 86741314, compound

Product 1

HCID 54067213HCID 54067213, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To Nα -[N-(3-hexadecanoyloxyoctadecanoyl)-L-valyl]-Nε -benzyloxycarbonyl-L-lysine (650 mg) in acetic acid (5 ml) was added 30% hydrogen bromide solution in acetic acid (4 ml), and the mixture was stirred at room temperature for 2 hours. Excess solvent was removed off by evaporation under reduced pressure. The residue was taken up in benzene, and the solvent was distilled off. This operation was repeated twice to give powder of N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-valyl]-L-lysine.hydrogen bromide (550 mg).

Workup

  1. customExcess solvent was removed off by evaporation under reduced pressure
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-399e1aef3afd40efa4ca9d13b03de1da
Source dataset
uspto-grants-1987_02
Patent number
US04643990

Reaction notes

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