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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377420Generated: October 26, 2026

Pyridine → Acetyloxy[[(1,1-dimethylethoxy)carbonyl]amino]acetic acid methyl ester

https://huagongshe.com/reaction/1377420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantMethyl 2-((tert-butoxycarbonyl)amino)-2-hydroxyacetateHCID 11106496—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductAcetyloxy[[(1,1-dimethylethoxy)carbonyl]amino]acetic acid methyl esterHCID 1092285598%

Reaction Steps

To a solution of the product of Example 1 (10.0 g, 48.8 mmol), pyridine (7.71 g, 97.6 mmol) and DMAP (300 mg, 2.5 mmol) in THF (50 ML) was added acetic anhydride (5.47 g, 53.6 mmol) slowly at room temperature. After stirring at ambient temperature for 3 hours, the reaction was diluted with EtOAc and washed successively with 1N NaHSO4 and sat'd NaHCO3. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure affording 11.8 g (98%) of product as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665598
Source datasetuspto-grants-1997_09
ORD IDord-e4489cea09c34ad0913b3eaff51869af
Source noteuspto-grants-1997_09