Hydrochloric Acid → 5(S)-Amino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid [N-(3-carbamoyl-propyl)]-amide hydrochloride

HRID 725629Notes

Reaction equation

HRID 725629 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:43])[C@H:9]([CH3:42])[CH2:10][C@H:11]([OH:41])[C@@H:12]([NH:33]C(OC(C)(C)C)=O)[CH2:13][C@@H:14]([CH:30]([CH3:32])[CH3:31])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH2:25][CH2:26][CH2:27][O:28][CH3:29])[CH:17]=1)(=[O:3])[NH2:2].[ClH:44]>O1CCOCC1>[ClH:44].[C:1]([CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:43])[C@H:9]([CH3:42])[CH2:10][C@H:11]([OH:41])[C@@H:12]([NH2:33])[CH2:13][C@@H:14]([CH:30]([CH3:32])[CH3:31])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH2:25][CH2:26][CH2:27][O:28][CH3:29])[CH:17]=1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 542998385(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid [N-(3-carbamoyl-propyl)]-amide

Product 1

HCID 236265735(S)-Amino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid [N-(3-carbamoyl-propyl)]-amide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

84 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-(3-carbamoyl-propyl)]-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. The title compound is obtained: Rf (dichloromethane/methanol=9:1)=0.04; HPLC Rt =9.44 minutes; HR FAB-MS (M+H)+ =510.

Sources & evidence

ORD record
ord-2f08f2a4b03a4af794b61991ffc5ed00
Source dataset
uspto-grants-1998_01
Patent number
US05705658

Reaction notes

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