Sodium Hydroxide → HCID 70226397, compound

HRID 1532861Notes

Reaction equation

HRID 1532861 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[C:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[CH3:27][O:28][C:29](=[O:36])[C@H:30]([CH2:32][CH2:33][S:34][CH3:35])[NH2:31]>CCCCCC.C(OCC)(=O)C>[CH3:27][O:28][C:29](=[O:36])[C@H:30]([CH2:32][CH2:33][S:34][CH3:35])[NH:31][C:13](=[O:14])[C:12]1[CH:17]=[CH:18][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][C:11]=1[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 64684methyl (2S)-2-amino-4-(methylsulfanyl)butanoateHCID 22171396HCID 22171396, compound

Product 1

HCID 70226397HCID 70226397, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The compound prepared in Example 975A was hydrolyzed with 1N aqueous NaOH and the carboxylic acid was coupled with (L)-methionine methyl ester by using coupling reagents. After flash column chromatography (1.5:1 =hexane/ethyl acetate), the desired compound was obtained (82% yield).

Sources & evidence

ORD record
ord-db664008c9b449a986aa22e67214b623
Source dataset
uspto-grants-2001_03
Patent number
US06204293B1

Reaction notes

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