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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1275373Erstellt: 25. Oktober 2026

Phosphoric Acid → (2S)-1-(1,3-dioxaindan-5-yl)propan-2-ol

https://huagongshe.com/reaction/1275373

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphoric AcidHCID 1004—
EduktSodium Phosphate, DibasicHCID 24203—
Edukt3,4-Methylenedioxyphenyl-2-propanoneHCID 78407—
Edukt(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
LösungsmittelWaterHCID 962—
Produkt(2S)-1-(1,3-dioxaindan-5-yl)propan-2-olHCID 1098687497%

Reaktionsbedingungen

Temperatur22.5 °C

Reaktionsschritte

1 equiv. of 3,4-methylenedioxyphenyl acetone, 0.45 equiv. disodium phosphate, 0.03 equiv. phosphoric acid, 12.5 volumes AD-7 resin and 5.8 volumes of water were mixed together and stirred for 15-60 minutes at 20-25° C. 2.27 equiv. of glucose were added and Z. rouxii ATCC14462 is added in an amount of 1.5 grams wet cell paste per gram of ketone (this is 0.375 grams/gram on a dry basis). This mixture was diluted with water to 25 volumes and then gently stirred at 33-35° C. for 8-16 hours. The mixture was filtered on a 100 mesh (~150 micron) stainless steel screen, and the resin which was retained by the screen was washed with 25 volumes of water split into 4 separate portions. The product, which was adsorbed to the resin, was then desorbed from the resin with 25 volumes of acetone. The acetone/product solution was then stripped to dryness under vacuum to yield the title intermediate as a yellow, medium viscosity oil. The in-situ yield was 97-100%, while the isolated yield was 85-90%. The potency was 80-95% and the EE is 100%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06160133
Quelldatensatzuspto-grants-2000_12
ORD IDord-678c889cff504bcab8ae6949ed777d71
Quellennotizuspto-grants-2000_12