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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308166Generated: October 30, 2026

Pseudoephedrine → (-)-Pseudoephedrine

https://huagongshe.com/reaction/2308166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPseudoephedrineHCID 7028—
ReactantTrisodium PhosphateHCID 24243—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
Product(-)-PseudoephedrineHCID 62946—

Reaction Conditions

Temperature28 °C

Reaction Steps

Coprinus rhizophorus IFO 30197 was inoculated to a medium containing 1% glucose, 0.5% peptone and 0.3% yeast extract, and culturing was aerobically carried out at 30° C. for 48 hours. After this cultured solution (5 ml) was centrifuged to give bacterial cells, the cells were dried in the air and the resulting dried bacterial cells were suspended in 1 ml of 0.05 M Tris hydrochloric acid buffer (pH 7.5). To this were added glucose (50 mg), glucose dehydrogenase (0.2 mg), NADP (0.6 mg), NAD (0.6 mg) and dl-2-methylamino-1-phenyl-1-propanone hydrochloride (10 mg). Reaction was allowed to take place by carrying out reciprocation-shaking at 28° C. and at 300 rpm for 48 hours. The reaction solution was analyzed on HPLC (Column Sumichiral AGP manufactured by Sumika Chemical Analysis Service; diameter of 4 mm; length of 150 mm; 0.03 M sodium phosphate buffer; pH 7.0; flow rate of 0.5 ml/min; detection wavelength at UV 220 nm). The produced amounts and the optical activities of pseudoephedrine were determined. Consequently, only l-pseudoephedrine was obtained selectively, as shown in Table 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06835559B2
Source datasetuspto-grants-2004_12
ORD IDord-c4584cfc9b044935bf7e852eca4ee669
Source noteuspto-grants-2004_12