Hydrochloric Acid → HCID 57480416, compound

HRID 2256723Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH:9][C:10](=[O:50])[C@H:11]([CH:47]([CH3:49])[CH3:48])[CH2:12][C@H:13]([OH:46])[C@@H:14]([NH:38]C(OC(C)(C)C)=O)[CH2:15][C@@H:16]([CH:35]([CH3:37])[CH3:36])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27][OH:28])=[C:20]([O:29][CH2:30][CH2:31][CH2:32][O:33][CH3:34])[CH:19]=2)[CH2:3][CH2:2]1.[ClH:51]>O1CCOCC1>[ClH:51].[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH:9][C:10](=[O:50])[C@H:11]([CH:47]([CH3:49])[CH3:48])[CH2:12][C@H:13]([OH:46])[C@@H:14]([NH2:38])[CH2:15][C@@H:16]([CH:35]([CH3:37])[CH3:36])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27][OH:28])=[C:20]([O:29][CH2:30][CH2:31][CH2:32][O:33][CH3:34])[CH:19]=2)[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 0 °C

Procedure

30 mg of 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(S),7(S)-diisopropyl-8-[4-(3-hydroxypropyloxy)-3-(3-methoxypropyloxy)-phenyl]-octanoic acid (N-2-morpholinoethyl)amide are dissolved in 1.5 ml of a 4N solution, cooled to 0° C., of hydrochloric acid in dioxane, and the mixture is then stirred for 10 minutes at 0° C. The reaction mixture is concentrated to dryness by evaporation under reduced pressure and at room temperature. Purification of the residue by means of FC (5 g of silica gel, dichloromethane/methanol=98:2) yields the title compound: Rf (dichloromethane/methanol=8:2)=0.20; Rt =10.43 minutes; FAB-MS (M+H)+ =610.

Workup

concentrationThe reaction mixture is concentrated to dryness by evaporation under reduced pressure and at room temperature
customPurification of the residue by means of FC (5 g of silica gel, dichloromethane/methanol=98:2)

Sources & evidence

ORD record: ord-0aa56e15a4f94bb892fdc9a7b20e8682
Source dataset: uspto-grants-1997_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05654445

Reaction notes

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