Dichloromethane methanol → HCID 70049736, compound

HRID 264913Notes

Reaction equation

[CH2:1]([NH:5][C:6](=[O:45])[C@H:7]([CH3:44])[CH2:8][C@H:9]([OH:43])[C@@H:10]([NH:35]C(OC(C)(C)C)=O)[CH2:11][C@@H:12]([CH:32]([CH3:34])[CH3:33])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25])=[C:16]([O:26][CH2:27][CH2:28][CH2:29][O:30][CH3:31])[CH:15]=1)[CH2:2][CH2:3][CH3:4].[Cl:46]CCl.CO>>[ClH:46].[CH2:1]([NH:5][C:6](=[O:45])[C@H:7]([CH3:44])[CH2:8][C@H:9]([OH:43])[C@@H:10]([NH2:35])[CH2:11][C@@H:12]([CH:32]([CH3:33])[CH3:34])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25])=[C:16]([O:26][CH2:27][CH2:28][CH2:29][O:30][CH3:31])[CH:15]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 21226129Dichloromethane methanol

HCID 86751052HCID 86751052, compound

Product 1

HCID 70049736HCID 70049736, compound

Procedure

Analogously to Example 1, the title compound is prepared starting from 66 mg of 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7(S)-isopropyl-2(R)-methyl-8-[3,4-di(3-methoxypropyloxy)phenyl]-octanoic acid (N-butyl)amide. This yields the tide compound: Rf (dichloromethane/methanol=9:1)=0.21; Rt (I)=40.0 minutes; FAB-MS (M+H)+ =539.

Workup

customThis yields the tide compound

Sources & evidence

ORD record: ord-49a42c9c1c7e47a4aa2561a0e97b65c8
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05646143

Reaction notes

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