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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271109Generated: November 1, 2026

Acetic Acid → HCID 86596178, compound

https://huagongshe.com/reaction/1271109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTBAF tetrahydrofuranHCID 11078149—
ReactantHCID 86596176HCID 86596176—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86596178HCID 8659617812.4%

Reaction Steps

To a solution of 4-nitrobenzyl (5R,6S)-3-{4-[(aminocarbonyl)oxy]phenyl}-6-{(1R)-1-[(triethylsilyl)oxy]ethyl}-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (110 mg) prepared in the above step in THF (1.9 ml) was added under ice cooling acetic acid (11 mg). Then 1M tetrabutylammonium fluoride/THF solution (0.19 ml) was dropped thereto and the mixture was stirred at the same temperature for 45 minutes. The residue prepared by the same manner as step a) of example 11 was purified by silica gel thin-layer chromatography (chloroform/acetone=2/1) to give 4-nitrobenzyl (5R,6S)-3-{4-[(aminocarbonyl)oxy]phenyl}-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (11 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205291B2
Source datasetuspto-grants-2007_04
ORD IDord-08e1f074873f4cc1b8426c748e1c32b9
Source noteuspto-grants-2007_04