Phenylmethyl 3-[2-(1,3-dioxolan-2-yl)-1-hydroxyethyl]-3-hydroxyazetidine-1-carboxylate → 3-[2-(1,3-Dioxolan-2-yl)-1-hydroxyethyl]azetidin-3-ol

HRID 605762Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 605762
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH:7]([C:9]1([OH:23])[CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10]1)[OH:8]>CO.[Pd]>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH:7]([C:9]1([OH:23])[CH2:12][NH:11][CH2:10]1)[OH:8]

Komponenten

4

Edukt 1

HCID 67051562Phenylmethyl 3-[2-(1,3-dioxolan-2-yl)-1-hydroxyethyl]-3-hydroxyazetidine-1-carboxylate

Produkt 1

HCID 670517803-[2-(1,3-Dioxolan-2-yl)-1-hydroxyethyl]azetidin-3-olAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Phenylmethyl 3-[2-(1,3-dioxolan-2-yl)-1-hydroxyethyl]-3-hydroxyazetidine-1-carboxylate (235 mg, 0.728 mmol) was dissolved in methanol (5 mL) and treated with 5 wt % palladium on carbon (50 mg) under hydrogen at ambient for 1.5 h. The mixture was filtered and the filtrate was concentrated in vacuo to afford 3-[2-(1,3-dioxolan-2-yl)-1-hydroxyethyl]azetidin-3-ol (0.729 mmol): MS (EI) for C8H15NO4: 190 (MH+).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-53b173ef1ebf48a699ee10f1623bba09
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915250B2

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