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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909770Generated: October 30, 2026

Water → HCID 68997756, compound

https://huagongshe.com/reaction/1909770

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 numberUS08598359B2
Source datasetuspto-grants-2013_12
ORD IDord-bdf79d47b5c0485fb5f1fb760f4cfb36
Source noteuspto-grants-2013_12