Trifluoroacetic acid → Mercaptoacetyl glycyl glycine

HRID 452335노트

반응식

HRID 452335 반응식
C([O:5][C:6](=[O:13])[CH2:7][NH:8][C:9](=[O:12])[CH2:10][NH2:11])(C)(C)C.C[CH2:15][C:16]([S:19]SC(O)=O)(C)C.C(O)(C(F)(F)F)=[O:25]>>[SH:19][CH2:16][C:15]([NH:11][CH2:10][C:9]([NH:8][CH2:7][C:6]([OH:5])=[O:13])=[O:12])=[O:25]

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 86603847Carboxy methyl-t-butyl disulfide glycyl glycine t-butyl ester

생성물 1

HCID 9817970Mercaptoacetyl glycyl glycine

실험 절차

26.32 g (75.09 mmol) Carboxy methyl-t-butyl disulfide glycyl glycine t-butyl ester were dissolved in 233 ml TFA under N2-atmosphere. The resulting solution was stirred for 20 min at room temperature. TFA was evaporated under reduced pressure (5-10×10−2 mbar) and the resulting oil was dried under stirring for additional 2 h (5-10×10−2 mbar). After addition of 250 ml Et2O a white powder precipitated and the suspension was stirred for 3 h. The material was filtered off and resuspended in 100 ml Et2O. The resulting suspension was stirred over night, the product was filtered off and the material was dried at room temperature under reduced pressure yielding 20.46 g (92.5%) as a white powder.

후처리

  1. customTFA was evaporated under reduced pressure (5-10×10−2 mbar)
  2. customthe resulting oil was dried
  3. stirringunder stirring for additional 2 h (5-10×10−2 mbar)
  4. additionAfter addition of 250 ml Et2O a white powder
  5. customprecipitated
  6. stirringthe suspension was stirred for 3 h
  7. filtrationThe material was filtered off
  8. stirringThe resulting suspension was stirred over night
  9. filtrationthe product was filtered off
  10. customthe material was dried at room temperature under reduced pressure
  11. customyielding 20.46 g (92.5%) as a white powder

출처 및 근거

ORD 기록
ord-181e0887fb2245448e98feba011f5457
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08491906B2

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