Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487180Generated: November 2, 2026

Water → (R)-1,1-dibenzyl 2-ethyl propane-1,1,2-tricarboxylate

https://huagongshe.com/reaction/1487180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium fluorideHCID 25953—
ReactantDibenzyl malonateHCID 84754—
ReactantPropanoic acid, 2-[(methylsulfonyl)oxy]-, ethyl ester, (R)-HCID 2723759—
SolventDimethylformamideHCID 6228—
Product(R)-1,1-dibenzyl 2-ethyl propane-1,1,2-tricarboxylateHCID 86699677—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (R)-ethyl 2-(methylsulfonyloxy)propanoate (15 g, 0.076 mol) in DMF (300 ml) was added dibenzyl malonate (21.5 g, 0.076 mol) and CsF (11.5 g, 0.076 mol). The mixture was heated to 50° C. for 2 days. After cooled to room temperature, the mixture was poured into water and then extracted with EtOAc. The organic phase was washed with brine, water and dried. Concentrated to afford (R)-1,1-dibenzyl 2-ethyl propane-1,1,2-tricarboxylate, which was purified by silica gel chromatography (11 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428508B2
Source datasetuspto-grants-2016_08
ORD IDord-bba6c303198442ecaa2fde33d15cd605
Source noteuspto-grants-2016_08