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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784956Generated: October 30, 2026

Ethyl Acetate → HCID 86599436, compound

https://huagongshe.com/reaction/1784956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSulfuryl chlorideHCID 24648—
ReactantHCID 131727364HCID 131727364—
SolventTolueneHCID 1140—
ProductHCID 86599436HCID 86599436—

Reaction Steps

N-Trityl-D-threonine benzyl ester (2.5 g, 5.5 mmol), TEA (2.8 ml, 20 mmol) were dissolved in 100 ml of dry toluene at −50° C. A solution of sulfuryl chloride (800 ul, 8 mmol) in toluene (20 ml) was added in 15 min. The reaction was allowed to warm up to r.t. Ethylacetate (100 ml) was added and this was washed with sat. NaCl, dried over Na2SO4. The product was crystallized in MeOH (10 ml) to give benzyl N-trityl-3(S)-methylaziridine-2(R)-carboylate. NMR (500 MHz, CDCl3) δ: 1.37 (d, 3H), 1.64 (m, 1H), 1.95 (d, 1H), 5.15(d, J=12 Hz, 1H), 5.28(d, J=12 Hz, 1H), 7.19˜7.28 (m, 12H), 7.33˜7.36 (m, 1H), 7.36˜7.39 (m, 3H), 7.51˜7.54 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504425B2
Source datasetuspto-grants-2009_03
ORD IDord-13d30fe1be93481c9a591cd17820f840
Source noteuspto-grants-2009_03