Dichloromethane methanol → HCID 23625954, compound

HRID 264906Notes

Reaction equation

[CH2:1]([NH:5][C:6](=[O:43])[C@H:7]([CH3:42])[C:8](=C=O)[C@H:9]([OH:39])[C@@H:10]([NH:33]OC(C)(C)C)[CH2:11][C@@H:12]([CH:30]([CH3:32])[CH3:31])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28][CH3:29])[CH:15]=1)[CH2:2][CH2:3][CH3:4].[Cl:44]CCl.CO>>[ClH:44].[CH2:1]([NH:5][C:6](=[O:43])[C@H:7]([CH3:42])[CH2:8][C@H:9]([OH:39])[C@@H:10]([NH2:33])[CH2:11][C@@H:12]([CH:30]([CH3:31])[CH3:32])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28][CH3:29])[CH:15]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 21226129Dichloromethane methanol

HCID 131720092HCID 131720092, compound

Product 1

HCID 23625954HCID 23625954, compound

Procedure

Analogously to Example 1, the title compound is prepared starting from 27 mg of N-tert-butoxy-carbonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-{3-[2-(2-methoxy-ethoxy)ethoxy]-4-methoxy-phenyl}-octanoic acid (N-butyl)amide. This yields the tire compound: Rf (dichloromethane/methanol=1:1)=0.19; Rt (I)=18.93 minutes; FAB-MS(M+H)+ =511.

Workup

customThis yields the tire compound

Sources & evidence

ORD record: ord-8b724f07a28e43b6a2d223eb18dc37f7
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05646143

Reaction notes

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