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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917389Generated: November 3, 2026

2-Methyl-2-butene → HCID 67490923, compound

https://huagongshe.com/reaction/1917389

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-buteneHCID 10553—
ReactantSodium ChloriteHCID 23668197—
ReactantSodium Phosphate, Monobasic, DihydrateHCID 23673460—
ReactantHCID 86664652HCID 86664652—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 67490923HCID 6749092383.2%

Reaction Steps

2-Methyl-2-butene was added to a solution of (3S,4S)-4-benzyloxymethyl-5-oxo-3-(2-oxoethyl)-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester (4.58 g, 10.1 mmol) in tert-butyl alcohol (25.2 mL) under ice-cooling, and the mixture was stirred. Sodium chlorite (2.29 g, 25.3 mmol) was added to a solution of sodium dihydrogenphosphate dihydrate (4.10 g, 26.3 mmol) in water (20.2 mL) to separately prepare a solution. This solution was added to the above solution under ice-cooling, and the mixture was stirred at room temperature for one hour. The precipitated solid was collected by filtration, washed with water and hexane, and then dried under reduced pressure at 40° C. to give 3.93 g of the title compound as white powder crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618094B2
Source datasetuspto-grants-2013_12
ORD IDord-a37e0dc416ca4cee9b31e76ef3739920
Source noteuspto-grants-2013_12