反応 #1121743

ord-925a704b3637401baa0a658294062243

反応方程式

C[C@@H](O)[C@H](NC(=O)OC(C)(C)C)C(=O)O
Boc-threonine
CCOC(=O)CN.Cl
glycine ethyl ester hydrochloride
CCN(CC)CC
triethylamine
C(=NC1CCCCC1)=NC1CCCCC1
N,N′-dicyclohexylcarbodiimide
Oc1cccc2[nH]nnc12
hydroxybenzotriazole
CCOC(=O)CNC(=O)[C@@H](NC(=O)OC(C)(C)C)[C@@H](C)O
Boc-Thr-Gly-OEt
収率 85.4%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the mixture was reacted at room temperature for overnight
  2. 2
    その他After completion of the reaction, reaction mixture
  3. 3
    ろ過was filtered
  4. 4
    抽出the filtrate was extracted with ethyl acetate
  5. 5
    濃縮The extract was concentrated under reduced pressure
  6. 6
    その他the product was crystallized from hexane

実験手順

Boc-threonine (produced by Wako Pure Chemical Industries Ltd.) (11.0 g, 50 mmol) and glycine ethyl ester hydrochloride (produced by Wako Pure Chemical Industries Ltd.) (8.4 g, 60 mmol) were dissolved in dichloromethane (250 mL). After triethylamine (8.4 mL, 60 mmol), N,N′-dicyclohexylcarbodiimide (DCC, 12.4 g, 60 mmol) and hydroxybenzotriazole (9.2 g, 60 mmol) were further added thereto, the mixture was reacted at room temperature for overnight with stirring. After completion of the reaction, reaction mixture was filtered, and then the filtrate was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the product was crystallized from hexane, to obtain Boc-Thr-Gly-OEt (1) (13.0 g) (yield; 85.1%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08546072B2uspto-grants-2013_10