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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20377Generated: October 29, 2026

Acetic Anhydride → (2R,5R)-5-[(1S,2S)-2-Acetylamino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-phenoxymethylmorpholine-4-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/20377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantHCID 68561136HCID 68561136—
SolventTetrahydrofuranHCID 8028—
Product(2R,5R)-5-[(1S,2S)-2-Acetylamino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-phenoxymethylmorpholine-4-carboxylic acid tert-butyl esterHCID 6856138445.5%

Reaction Steps

Add triethylamine (0.009 mL, 0.066 mmol) and acetic anhydride (0.004 mL, 0.044 mmol) to a solution of (2R,5R)-(5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-phenoxymethyl-morpholine-4-carboxylic acid tert-butyl ester (0.021 g, 0.044 mmol) in tetrahydrofuran (0.44 mL) and stir at room temperature for 1 hour. Concentrate and purify (silica gel chromatography, eluting with 50:50 to 60:40 ethyl acetate:hexanes) to give the title compound as a white foam (0.010 g, 45.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745438B2
Source datasetuspto-grants-2010_06
ORD IDord-7f1419f772d54353bc9b273be95ca889
Source noteuspto-grants-2010_06