Dimethyl malonate → HCID 13964180, compound

HRID 625978Notes

Reaction equation

[C:1]([O:6][CH3:7])(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[C:8]([O:15][CH3:16])(=[O:14])[CH2:9][C:10]([O:12][CH3:13])=[O:11].C[O-].[Na+]>>[CH3:4][CH:3]([CH2:2][C:1]([O:6][CH3:7])=[O:5])[CH:9]([C:8]([O:15][CH3:16])=[O:14])[C:10]([O:12][CH3:13])=[O:11]

Participants

Reactant 3

HCID 7943Dimethyl malonate

HCID 638132Methyl Crotonate

HCID 10942334Sodium Methoxide

Product 1

HCID 13964180HCID 13964180, compound

Procedure

Scheme 2 illustrates an alternative exemplary method for making a compound of the formula 1.3. Starting from (E)-methyl but-2-enoate, reaction with dimethyl malonate and sodium methoxide gives trimethyl 2-methylpropane-1,1,3-tricarboxylate, which can be resolved, by for example, a lipase, to give compound 1.3.

Sources & evidence

ORD record: ord-2e87f7db63134dff894446b19cb72a54
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09309204B2

Reaction notes

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