Hydrochloric Acid → 5(S)-Amino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid N-[2-(4-hydroxypiperidin-1-yl)ethyl]amide dihydrochloride

HRID 744820Notes

Reaction equation

HRID 744820 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][NH:10][C:11](=[O:46])[C@H:12]([CH3:45])[CH2:13][C@H:14]([OH:44])[C@@H:15]([NH:36]C(OC(C)(C)C)=O)[CH2:16][C@@H:17]([CH:33]([CH3:35])[CH3:34])[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH2:28][CH2:29][CH2:30][O:31][CH3:32])[CH:20]=2)[CH2:4][CH2:3]1.[ClH:47]>O1CCOCC1>[ClH:47].[ClH:47].[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][NH:10][C:11](=[O:46])[C@H:12]([CH3:45])[CH2:13][C@H:14]([OH:44])[C@@H:15]([NH2:36])[CH2:16][C@@H:17]([CH:33]([CH3:35])[CH3:34])[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH2:28][CH2:29][CH2:30][O:31][CH3:32])[CH:20]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 542953995(S)-Tert-butoxycarbonylamino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid N-[2-(4-hydroxypiperidin-1-yl)-ethyl]-amide

Product 1

HCID 696465475(S)-Amino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid N-[2-(4-hydroxypiperidin-1-yl)ethyl]amide dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

100 mg of 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid N-[2-(4-hydroxy-piperidin-1-yl)-ethyl]-amide are dissolved in 3 ml of 4N hydrochloric acid in dioxane at 0° C., and the mixture is stirred for 2 hours at 0° C. The reaction mixture is lyophilised and the title compound is obtained: Rf (dichloromethane/methanol=8:2)=0.08; HPLC Rt =8.85 minutes; FAB-MS (M+H)+ =552.

Sources & evidence

ORD record
ord-f417fab5417d4fdaa071bfc3c1951949
Source dataset
uspto-grants-1996_09
Patent number
US05559111

Reaction notes

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