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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58389Generated: October 30, 2026

Methyl (2S)-4-(methylsulfinyl)-2-[[(phenylmethoxy)carbonyl]amino]butanoate → Z-L-a-vinyl-Gly-OMe

https://huagongshe.com/reaction/58389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl (2S)-4-(methylsulfinyl)-2-[[(phenylmethoxy)carbonyl]amino]butanoateHCID 11077876—
SolventEthyl AcetateHCID 8857—
ProductZ-L-a-vinyl-Gly-OMeHCID 10922916—

Reaction Steps

Sulfoxide 60 (5.69 g, 18.2 mmol) was placed in a round bottomed flask in a kugelrohr. This was directly connected to a low vacuum diaphragm pump and heated/distilled at 140° C. The distillate was purified by flash chromatography on silica using a gradient of EtOAc and (50/70) petroleum ether to yield a colourless oil, 0.905 g, 20%. Rf=0.24 (1/7 EtOAc/(50/70) petroleum ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434762B2
Source datasetuspto-grants-2016_09
ORD IDord-4a43dbe2ee32438e853b9f525669c8c8
Source noteuspto-grants-2016_09