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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549983Generated: October 29, 2026

Sodium borohydride → HCID 66607274, compound

https://huagongshe.com/reaction/549983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86601078HCID 86601078—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66607274HCID 6660727497.2%

Reaction Steps

1-(β-D-Glucopyranosyl)-4-chloro-3-(5-(4-formylphenyl)-2-thienylmethyl)benzene (84 mg) obtained in Example 249 was dissolved in a mixture of ethanol (2 ml)-tetrahydrofuran (2 ml) and added thereto was sodium borohydride (7 mg). The mixture was stirred at room temperature for 1 hour. The mixture was quenched by 2N hydrochloric acid aqueous solution (3 drops) at 0° C., and the solvents were evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=9:1) to give the desired 1-(β-D-glucopyranosyl)-4-chloro-3-(5-(4-hydroxymethylphenyl)-2-thienylmethyl)benzene (82 mg) as colorless foam. APCI-Mass m/Z 494/496 (M+NH4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943788B2
Source datasetuspto-grants-2011_05
ORD IDord-d1fa7711f5484dbf97affb2001a79261
Source noteuspto-grants-2011_05