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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727533Generated: November 1, 2026

Triethylamine → tert-Butyl alpha-[2-(Methanesulfonyloxy)ethyl]-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetate

https://huagongshe.com/reaction/727533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl alpha-(2-Hydroxyethyl)-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetateHCID 19705471—
SolventDichloromethaneHCID 6344—
Producttert-Butyl alpha-[2-(Methanesulfonyloxy)ethyl]-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetateHCID 1970548875.2%

Reaction Steps

Methanesulfonyl chloride (0.29 mL, 3.7 mmol) is added to a solution of tert-butyl α-(2-hydroxyethyl)-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetate (EXAMPLE 4, step 2; 1.36 g, 3.37 mmol), triethylamine (0.52 mL, 3.7 mmol) and CH2Cl2 (8 mL) at 0° C. The mixture is stirred for 2 hours, washed with saturated NaHCO3 (2×10 mL), water (10 mL), dried (MgSO4), filtered, and concentrated to give 1.22 g (75%) of the title compound as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05712300
Source datasetuspto-grants-1998_01
ORD IDord-da0baa83c10b44698295840e23daa7e7
Source noteuspto-grants-1998_01