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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750078Generated: October 30, 2026

Water → HCID 68997756, compound

https://huagongshe.com/reaction/750078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
ProductHCID 68997756HCID 6899775629%

Reaction Steps

To a solution of N—BOC-L-prolinol (500 mg, 3.25 mmol) in anhydrous DMF (7 ml) was added NaH (124 mg, 60% dispersion in oil, 3.1 mmol) and stirred for 15 min at rt. A solution of product from Example 140, step 2 (364 mg, 1.68 mmol) in anhy.DMF (5 ml) was added dropwise over 5 min. The mixture was stirred at rt for 48 h. The mixture was poured into EtOAc and water, the organic layer dried over MgSO4, and concentrated. Silica gel flash chromatography using EtOAc/hexanes gave the title compound (185 mg, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402684B2
Source datasetuspto-grants-2008_07
ORD IDord-02aff264080f4a049e190ea5c3d7b4ad
Source noteuspto-grants-2008_07