(Di-tert-butoxy-phosphoryloxy)-acetic acid benzyl ester → (Di-tert-butoxy-phosphoryloxy)-acetic acid

HRID 502538Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502538
C([O:8][C:9](=[O:24])[CH2:10][O:11][P:12]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:20]([O:19][P:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([O:11][CH2:10][C:9]([OH:24])=[O:8])=[O:13])([CH3:22])([CH3:23])[CH3:21]

Komponenten

5

Edukt 2

HCID 14803044(Di-tert-butoxy-phosphoryloxy)-acetic acid benzyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 14803045(Di-tert-butoxy-phosphoryloxy)-acetic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

(Di-tert-butoxy-phosphoryloxy)-acetic acid benzyl ester (700 mg, 1.96 mmol) was dissolved in MeOH (40 mL) and passed through a “H-cube” hydrogenator with a 10% Pd on carbon cartridge under 40 psi of hydrogen at a flow rate of 1 mL/min. The reaction mixture was concentrated in vacuo to give 513 mg (98%) of (di-tert-butoxy-phosphoryloxy)-acetic acid, which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3): δ 4.53 (d, 2H), and 1.51 (s, 18H).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-02eeb598042b4196bbefefb8667fea3a
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776855B2

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