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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 21760Erstellt: 23. Oktober 2026

Phosphate → Cbz-L-Prolinol

https://huagongshe.com/de/reaction/21760

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphateHCID 1061—
EduktDiethyl EtherHCID 3283—
EduktBenzyloxycarbonyl-L-prolineHCID 101987—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktCbz-L-ProlinolHCID 11096562113,6%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To Carbobenzyloxy-L-proline (Aldrich, 9.80 g, 39.3 mmol) in THF (100 mL) at 0° C. was added BH3 -THF complex (Aldrich, 1M in THF, 100 mL, 100 mmol). The mixture was stirred at 0° C. for 2 hours, then at ambient temperature for 16 hr. The reaction mixture was poured into pH 7 phosphate buffer solution (500 mL) and ether (600 mL) and mixed well. The layers were separated and the aqueous portion was extracted with ether (500 mL). The combined organic layers were washed with brine (500 mL), dried (Na2SO4) and filtered. The solvents were evaporated in vacuo leaving the crude carbobenzyloxy-L-prolinol as an oil (10.5 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05424444
Quelldatensatzuspto-grants-1995_06
ORD IDord-8f1e1fc265ee4e8686e00515ef1a9f73
Quellennotizuspto-grants-1995_06