Methanol → Tyrosine Methyl Ester

HRID 451807

Reaktionsgleichung

Reaktionsgleichung von HRID 451807
[NH2:1][C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.O=S(Cl)Cl.[CH3:18]O>>[CH3:18][O:12][C:11](=[O:13])[C@H:2]([CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)[NH2:1]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 6057L-TyrosineHCID 24386Thionyl Chloride

Produkt 1

HCID 70652Tyrosine Methyl EsterAusbeute 100 %

Versuchsvorschrift

To a solution of L-tyrosine (45.3 g, 0.25 mol) in CH3OH (680 mL), SOCl2 (44.6 g, 0.375 mol) was added dropwise at 0° C. After addition, the mixture was allowed to warm to rt and then refluxed for overnight. The reaction mixture was concentrated to give L-tyrosine methyl ester (49.2 g, 100%), which was used in the next step without purification.

Aufarbeitung

  1. additionAfter addition
  2. temperaturerefluxed for overnight
  3. concentrationThe reaction mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-81cf74bb249a4b16970c0fb28ecabe21
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08487108B2

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