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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65438Generated: October 26, 2026

Tetrabutylammonium Fluoride → 1-p-methoxybenzyl-3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone

https://huagongshe.com/reaction/65438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-p-methoxybenzyl-N-tert.-butylsulphonylmethyl-(R)-glycidic acid amideHCID 57103465—
SolventTetrahydrofuranHCID 8028—
Product1-p-methoxybenzyl-3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinoneHCID 18604772—

Reaction Steps

Analogously to Example 8b, from 1.71 g (5 mmol) of N-p-methoxybenzyl-N-tert.-butylsulphonylmethyl-(R)-glycidic acid amide in THF, by reaction with dehydrated tetra-n-butylammonium fluoride in the presence of activated molecular sieve, there is obtained the title compound in the form of a crude product which is chromatographed over silica gel using toluene/ethyl acetate (4:1) and (2:1). The pure title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04614614
Source datasetuspto-grants-1986_09
ORD IDord-24a9b3239f7040c2b56ebbbd03b3ee5f
Source noteuspto-grants-1986_09