反応 #524871

ord-7e5c7cd0664f4808bd5f2344c1495cfb

反応方程式

C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
C[C@@H](NC(=O)[C@H](Cc1ccc(OCc2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)O
Nα-t-butoxycarbonyl-O-benzyl-L-tyrosyl-D-alanine
CC(C)(C)OC(=O)N[C@H](COCc1ccccc1)C(=O)O
Nα-t-butoxycarbonyl-O-benzyl-D-serine
CC(C)(C)OC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
Nα-t-butoxycarbonyl-L-tryptophan
C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
C[C@@H](NC(=O)[C@H](Cc1ccc(OCc2ccccc2)cc1)NC(=O)[C@@H](COCc1ccccc1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)OC(C)(C)C)C(=O)O
Nαt-Butoxycarbonyl-L-tryptophyl-O-benzyl-D-seryl-O-benzyl-L-tyrosyl-D-alanine

反応条件

温度
25°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄The resin is washed with ethanol
  2. 2
    その他dried
  3. 3
    ろ過The mixture is filtered
  4. 4
    その他the methanol solution evaporated

実験手順

Nαt-Butoxycarbonyl-L-tryptophyl-O-benzyl-D-seryl-O-benzyl-L-tyrosyl-D-alanine resin is prepared from 8 g. of Nα-t-butoxycarbonyl-O-benzyl-L-tyrosyl-D-alanine resin by successive coupling, according to the general process for solid phase synthesis given in Example 1, with (13 g., 9.8 mmol, of Nα-t-butoxycarbonyl-O-benzyl-D-serine and 2 g., 9.7 mmol, of dicyclohexylcarbodiimide and (2) 3 g., 9.8 mmol, of Nα-t-butoxycarbonyl-L-tryptophan and 2 g. of dicyclohexylcarbodiimide. The resin is washed with ethanol and dried. It is then stirred for twenty-four hours at 25° C. with 200 ml. of methanol and 20 ml. of triethylamine. The mixture is filtered and the methanol solution evaporated. The residue is solidified from ether-petroleum ether; 2 g.; m.p. 155°-156° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04031069uspto-grants-1977_06