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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229525Generated: November 1, 2026

Acetic Acid → HCID 22093835, compound

https://huagongshe.com/reaction/2229525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantHCID 86758363HCID 86758363—
ReactantHCID 178506446HCID 178506446—
ProductHCID 22093835HCID 22093835—

Reaction Conditions

Temperature0 °C

Reaction Steps

5-Ethoxymethoxy-4(S)-(N-(4-phenoxyphenylcarbonyl)aminopentanoic acid was obtained by the same procedure as a series of reaction of Example 37→Example 39→Example 41→Example 42, using a corresponding compound instead of the compound of a series of Reference Example 4. A solution of the above obtained compound (3.62 g) in tetrahydrofuran (100 ml) was cooled to 0° C. Triethylamine (1.69 ml) and ethylchloro formate (1.2 ml) were added dropwise thereto. The mixture was stirred at 0° C. for 1.5 hours. Sodium hydrogen borone (0.5 equivalent) was added to the reaction mixture. The mixture was stirred for 30 minutes. Acetic acid (5 ml) was added dropwise thereto. The mixture was stirred for 30 minutes and concentrated. To the residue, ethyl acetate and water were added. The organic layer was collected, washed with water and an aqueous saturated solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (Ethyl acetate:Hexane=2:1 (containing 1% triethylamine.)→4:1) to give the title compound (1.84 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420427B1
Source datasetuspto-grants-2002_07
ORD IDord-becf7e7249fd4b4d820e4e8f27417004
Source noteuspto-grants-2002_07