反応 #1375811

ord-20fe932e83aa4ccf9821395877f0c53c

反応方程式

CC(C)(C)OC(=O)[C@H](Cc1ccc(O)cc1)NCc1ccccc1
N-benzyl-tyrosine-tert-butyl ester
CC(C)(C)OC(=O)CBr
bromoacetic acid-tert-butyl ester
O
water
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)(C)OC(=O)CN(Cc1ccccc1)C(Cc1ccc(O)cc1)C(=O)OC(C)(C)C
N-Benzyl-2-(4-hydroxybenzyl)-3-azaglutaric acid-di-tert-butyl ester

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度After cooling
  2. 2
    ろ過it is filtered
  3. 3
    濃縮concentrated by evaporation in a vacuum
  4. 4
    その他the residue is chromatographed on silica gel with diethyl ether/hexane/triethylamine
  5. 5
    濃縮The product fractions are concentrated by evaporation in a vacuum
  6. 6
    その他dried

実験手順

15.1 g (46.1 mmol) of N-benzyl-tyrosine-tert-butyl ester (Example a) is dissolved in 50 ml of tetrahydrofuran and mixed with 5 ml of water and 9.54 9 (69 mmol) of potassium carbonate. After instillation of 9.89 g (51 mmol) of bromoacetic acid-tert-butyl ester, it is stirred for two days at 65° C. After cooling, it is filtered, concentrated by evaporation in a vacuum and the residue is chromatographed on silica gel with diethyl ether/hexane/triethylamine. The product fractions are concentrated by evaporation in a vacuum and dried.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05746995uspto-grants-1998_05