Pyridine → Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate

HRID 1664717노트

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HRID 1664717 반응식
[NH2:1][C@@H:2]([CH2:7][C:8]([F:17])([F:16])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]([O:5][CH3:6])=[O:4].N1C=CC=CC=1.[C:24](Cl)(Cl)=[O:25].C1(C)C=CC=CC=1>ClCCl>[F:17][C:8]([F:16])([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:7][C@H:2]([N:1]=[C:24]=[O:25])[C:3]([O:5][CH3:6])=[O:4]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 1140TolueneHCID 6371PhosgeneHCID 59430997Methyl (S)-2-amino-4,4-difluoro-5-phenylpentanoate

생성물 1

HCID 86635603Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

Under argon, methyl (S)-2-amino-4,4-difluoro-5-phenylpentanoate (400 mg, 1.64 mmol) was dissolved in 20 ml of dichloromethane. At RT, pyridine (520 mg, 4 eq.) was added dropwise and the resulting solution was stirred for 15 minutes. The mixture was then cooled to 0° C. and admixed with 20% phosgene solution in toluene (2.16 ml, 4.1 mmol, 2.5 eq.). The mixture was stirred at RT for 90 minutes and then the solvent was removed under reduced pressure. The mixture was codistilled with 10 ml of toluene twice more. The crude product thus obtained was used for the reactions which followed without further purification.

후처리

  1. stirringThe mixture was stirred at RT for 90 minutes
  2. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-818f859c1b3244f0bdbc12797758b921
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039480B2

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