Diethyl isobutylmalonate → 4-methyl-2-{[((E)-styrylsulfonyl)amino]carbonyl}valeric acid

HRID 1256915Notes

Reaction equation

HRID 1256915 reaction equation
[CH2:1]([CH:5]([C:11]([O:13]CC)=[O:12])[C:6]([O:8]CC)=O)[CH:2]([CH3:4])[CH3:3].[CH:16](/[S:24]([NH2:27])(=[O:26])=[O:25])=[CH:17]\[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH3:4][CH:2]([CH3:3])[CH2:1][CH:5]([C:6]([NH:27][S:24](/[CH:16]=[CH:17]/[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=[O:25])=[O:26])=[O:8])[C:11]([OH:13])=[O:12]

Participants

3

Reactant 2

HCID 25047Diethyl isobutylmalonateHCID 5357731(1E)-2-Phenylethenesulfonamide

Product 1

HCID 685104544-methyl-2-{[((E)-styrylsulfonyl)amino]carbonyl}valeric acidYield 96.6%

Procedure

In the same manner as in Example 1 (1), the object compound was obtained using diethyl isobutylmalonate (10.0 g). This and trans-β-styrenesulfonamide (2.91 g) were condensed in the same manner as in Example 152 (3). The condensed product was subjected to hydrolysis in the same manner as in Example 1 (3) to give the title compound (4.99 g) as an oil.

Sources & evidence

ORD record
ord-484ca47add534346a490a87564d41826
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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