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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295968Generated: October 31, 2026

Acetic Acid → HCID 86739190, compound

https://huagongshe.com/reaction/2295968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 53929570HCID 53929570—
ReactantHCID 86739189HCID 86739189—
SolventDichloromethaneHCID 6344—
ProductHCID 86739190HCID 86739190—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To 50 ml of 0.2 M methanolic sodium methoxide solution stirred and cooled at -78° C., are successively added 3.43 g of 2,2,2-trichloroethyl 4-t-butyloxycarbonyl-2-diazo-3-oxobutyrate in 30 ml of dichloromethane and 10 mMol equivalent of pivaloyloxymethyl [3R,4S]-2-[4-chloro-3-(1-hydroxyisopropyl)-2-oxoazetidin-1-yl]-2-oxoacetate, which is prepared according to the procedure of Example 1, in 30 ml of dichloromethane. After a few minutes, 0.6 ml of acetic acid is added to the solution and the solution is evaporated to dryness under reduced pressure. The residue is taken into 50 ml of ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure to give the crude product. The product is subjected to silica-gel column chromatography by use of n-hexane-ethyl acetate=1:2 for elution. The fractions containing the desired compound are combined and concentrated to give 2.6 g of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04427586
Source datasetuspto-grants-1984_01
ORD IDord-31e2832988ba4e4186f93ffddafaf8fe
Source noteuspto-grants-1984_01