Hydrochloric Acid → HCID 57480416, compound

HRID 1452121Notes

Reaction equation

[N:1]1([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]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][OH:31])=[C:23]([O:32][CH2:33][CH2:34][CH2:35][O:36][CH3:37])[CH:22]=2)[CH:17]([CH3:19])[CH3:18])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[ClH:51]>O1CCOCC1>[ClH:51].[N:1]1([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]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][OH:31])=[C:23]([O:32][CH2:33][CH2:34][CH2:35][O:36][CH3:37])[CH:22]=2)[CH:17]([CH3:19])[CH3:18])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

Conditions

Temperature: 0 °C

Procedure

30 mg of 5(S)-(tert-butoxycarbonyl) amino-4(S)-hydroxy-2(S)-isopropyl-7(S)-[4-(3-hydroxypropoxy)-3-(3-methoxypropoxy)-benzyl]-8-methyl-nonanoic acid N-(2-morpholin-4-yl-ethyl)amide are dissolved in 1.5 ml of a 4N solution, cooled to 0° C., of hydrochloric acid in dioxane and the solution is stirred further for 10 minutes at 0° C. The reaction mixture is concentrated to dryness by evaporation under reduced pressure at room temperature. The residue is purified by means of FC (5 g of silica gel, dichloromethane/methanol 98:2) to yield 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 at room temperature
customThe residue is purified by means of FC (5 g of silica gel, dichloromethane/methanol 98:2)

Sources & evidence

ORD record: ord-147c3ad568c645e7b29a186b6bb135ee
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05606078

Reaction notes

Loading…