تفاعل #362830

ord-6c6cf981a47b4307bfcdb6d7c3a31605

معادلة التفاعل

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
المردود 77.6%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىare placed in a round-bottomed flask
  2. 2
    تركيزthe mixture is concentrated to dryness under reduced pressure
  3. 3
    workup.STIRRINGthis solution is then stirred
  4. 4
    ترشيحfiltered
  5. 5
    غسيلThe resulting solid is washed with 2 times 25 ml of ether
  6. 6
    أخرىdried under reduced pressure in order

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06352839B1uspto-grants-2002_03