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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1488305Generated: November 4, 2026

Acetic Acid → HCID 117995892, compound

https://huagongshe.com/reaction/1488305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 18356473HCID 18356473—
ReactantHCID 117995795HCID 117995795—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117995892HCID 117995892—

Reaction Steps

(3R,4R)—N3,N4-bis(2-(((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)ethyl)piperidine-3,4-dicarboxamide (118 mg, 0.214 mmol) was dissolved in THF (2 mL), to which benzyl 6-oxohexanoate (70.7 mg, 0.321 mmol) in THF (0.5 mL) was added, followed by sodium triacetoxyborohydride (136 mg, 0.642 mmol) and acetic acid (3.67 μL, 0.064 mmol) were added, and the mixture was stirred at room temperature for 3 h. The product was isolated by preparative reverse-phase chromatography on C-18 column, using a gradient of 0-30% of AcN in water. UPLC Method F: m/e=756.4241 [M+1]; Rt=3.05 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09427475B2
Source datasetuspto-grants-2016_08
ORD IDord-b383773db98143d0ba3a1b10e9eadab5
Source noteuspto-grants-2016_08