Sulfuric Acid → HCID 70295543, compound

HRID 1872817Notes

Reaction equation

HRID 1872817 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][C@H:7]([NH:29][C:30]([C:32]1[CH:33]=[N:34][C:35]2[C:40]([CH:41]=1)=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:31])[C:8]([O:10][C@@H:11]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:12][C:13]([NH2:15])=[O:14])=[O:9])([OH:3])=[O:2].[S:42](=[O:46])(=[O:45])([OH:44])[OH:43]>O1CCOCC1>[S:42]([OH:46])([OH:45])(=[O:44])=[O:43].[C:1]([CH2:4][CH2:5][CH2:6][C@H:7]([NH:29][C:30]([C:32]1[CH:33]=[N:34][C:35]2[C:40]([CH:41]=1)=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:31])[C:8]([O:10][C@@H:11]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:12][C:13]([NH2:15])=[O:14])=[O:9])([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 57199585HCID 57199585, compound

Product 1

HCID 70295543HCID 70295543, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of (3S)-3-[(2S)-5-carboxy-2-{(3-quinolyl)carbonylamino}pentanoyl]oxyhexadecanamide (100 mg) in 1,4-dioxane (5 ml) was added 1M aqueous sulfuric acid (0.18 ml) at room temperature. After being stirred at the same temperature for 10 minutes, the solvent was removed under reduced pressure and the resulting solid was triturated with ethyl ether to give (3S)-3-[(2S)-5-carboxy-2-{(3-quinolyl)carbonylamino}pentanoyl]oxyhexadecanamide sulfate (100 mg).

Workup

  1. customthe solvent was removed under reduced pressure
  2. customthe resulting solid was triturated with ethyl ether

Sources & evidence

ORD record
ord-fa34c800a4914d83999bfc940345fae4
Source dataset
uspto-grants-2000_08
Patent number
US06110933

Reaction notes

Loading…