Trifluoroacetic acid → [(2,5-dioxo-1-imidazolidinyl)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid

HRID 1085011노트

반응식

HRID 1085011 반응식
C([O:3][P:4]([CH2:24][N:25]1[C:29](=[O:30])[CH2:28][NH:27][C:26]1=[O:31])([CH2:6][CH:7]([C:12](=[O:23])[NH:13][C@H:14]([C:19](=[O:22])[NH:20][CH3:21])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:8][CH:9]([CH3:11])[CH3:10])=[O:5])C.Br[Si](C)(C)C.FC(F)(F)C(O)=O>ClCCl>[O:31]=[C:26]1[NH:27][CH2:28][C:29](=[O:30])[N:25]1[CH2:24][P:4]([CH2:6][CH:7]([C:12](=[O:23])[NH:13][C@H:14]([C:19](=[O:22])[NH:20][CH3:21])[CH2:15][CH:16]([CH3:17])[CH3:18])[CH2:8][CH:9]([CH3:11])[CH3:10])(=[O:3])[OH:5]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 76113BromotrimethylsilaneHCID 67864219[(2,5-dioxo-1-imidazolidinyl)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl ester

생성물 1

HCID 67863568[(2,5-dioxo-1-imidazolidinyl)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid수율 97.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

60 mg (0.13 mmol) of [(2,5-dioxo-1-imidazolidinyl)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl ester were dissolved in 1 ml of dichloromethane and the solution was stirred at room temperature for 3 hours in the presence of 1 ml of bromotrimethylsilane and 0.1 ml of trifluoroacetic acid. The solvent was removed by evaporation. The residue was treated three times with acetone/water (9:1) and the solvent was removed by evaporation each time. Finally, the product was triturated with diethyl ether to yield 55 mg of [(2,5-dioxo-1-imidazolidinyl)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid in the form of a foam.

후처리

  1. customThe solvent was removed by evaporation
  2. additionThe residue was treated three times with acetone/water (9:1)
  3. customthe solvent was removed by evaporation each time
  4. customFinally, the product was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-1a740b4b2cb5490dbd897a16e3c1efbb
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05006651

반응 노트

불러오는 중…