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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507015Generated: October 30, 2026

Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester → HCID 86729442, compound

https://huagongshe.com/reaction/1507015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
ReactantIsoindolineHCID 422478—
ReactantPotassium FluorideHCID 522689—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86729442HCID 8672944268%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of isoindoline (500 mg, 4.20 mmol) and (S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (1.27 g, 5.04 mmol) in THF (100 mL) was added KF (580 mg, 10 mmol) at 0° C. The reaction mixture was warmed to 25° C., stirred for 16 h, filtered and concentrated. The crude product was used in the next step without further purification. (600 mg, yield 68%) MS (ESI+) e/z: 176.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221794B2
Source datasetuspto-grants-2015_12
ORD IDord-5b1c13321e8148d0b9abfec2bc8b21a6
Source noteuspto-grants-2015_12