Reaktion #362830

ord-6c6cf981a47b4307bfcdb6d7c3a31605

Reaktionsgleichung

CC(C)(C)OC(=O)N[C@@H](Cc1ccc(OCCCl)cc1)C(=O)O
(S)-N-tert-butoxycarbonyl-4-O-(2-chloroethyl)tyrosine
Cl.N[C@@H](Cc1ccc(OCCCl)cc1)C(=O)O
(S)-4-O-(2-chloroethyl)tyrosine hydrochloride
Ausbeute 77.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeare placed in a round-bottomed flask
  2. 2
    Einengenthe mixture is concentrated to dryness under reduced pressure
  3. 3
    workup.STIRRINGthis solution is then stirred
  4. 4
    Filtrationfiltered
  5. 5
    WaschenThe resulting solid is washed with 2 times 25 ml of ether
  6. 6
    Sonstigedried under reduced pressure in order

Vorschrift

5 g of (S)-N-tert-butoxycarbonyl-4-O-(2-chloroethyl)tyrosine, dissolved in 50 ml of hydrochloric dioxane, are placed in a round-bottomed flask. After having been stirred for 28 h, the mixture is concentrated to dryness under reduced pressure. The resulting residue is taken up in 50 ml of ether and this solution is then stirred and filtered. The resulting solid is washed with 2 times 25 ml of ether and then dried under reduced pressure in order to yield 1.58 g of (S)-4-O-(2-chloroethyl)tyrosine hydrochloride in the form of a white solid which melts at 260° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06352839B1uspto-grants-2002_03