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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191270Generated: November 2, 2026

Water → HCID 59710219, compound

https://huagongshe.com/reaction/1191270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1,1-Dimethylethyl (2R,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(hydroxymethyl)-1-pyrrolidinecarboxylateHCID 10925602—
SolventEthyl AcetateHCID 8857—
ProductHCID 59710219HCID 59710219—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1,1-dimethylethyl (2R,3S)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-(hydroxymethyl)-1-pyrrolidinecarboxylate (Registry No. 156129-73-6, 4.0 g) in ethyl acetate (100 mL), methanesulfonyl chloride (1.12 mL) and triethylamine (2.19 mL) was added at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes. The reaction mixture was added by water and then extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated, obtained the title compound (4.87 g) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680092B2
Source datasetuspto-grants-2014_03
ORD IDord-ff4f50aacd0c49b48ec72eedd2944300
Source noteuspto-grants-2014_03