Formic Acid → N-hydroxy-2-[[methyl phenylphosphinyl](2-phenylethyl)-amino]-acetamide

HRID 355435노트

반응식

HRID 355435 반응식
C[O:2][C:3](=O)[CH2:4][N:5]([P:14]([CH3:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15])[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH2:24][O:25][K].C(O)=O.C(OCC)(=O)C>C(O)C>[OH:25][NH:24][C:3](=[O:2])[CH2:4][N:5]([P:14]([CH3:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15])[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 8857Ethyl AcetateHCID 10806391n-(Methylphenylphosphinyl)-n-(2-phenylethyl)glycine methyl esterHCID 178514655HCID 178514655, 화합물

생성물 1

HCID 10830393N-hydroxy-2-[[methyl phenylphosphinyl](2-phenylethyl)-amino]-acetamide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

N-(Methylphenylphosphinyl)-N-(2-phenylethyl)glycine methyl ester (300 mg, 0.905 mmol) is treated with 0.77 mL of NH2OK (1.76M in methanol, solution prepared as described in Fieser and Fieser, Vol. 1, p. 478). The mixture is stirred for 3 hours at room temperature, neutralized with formic acid and concentrated. The crude product is purified by silica gel flash chromatography (85:15 ethyl acetate:ethanol) giving the product with slight impurities. Preparative TLC (90:10 ethyl acetate:ethanol) gives N-hydroxy-2-[[methyl phenylphosphinyl](2-phenylethyl)-amino]-acetamide as a colorless solid: MS-IS m/z 333 [M+H]+, 350 [M+NH4 ]+, 355 [M+Na]+, 371 [M+K]+. (R1 =phenyl ethyl, R2 =H, R3 =methyl, R4 =phenyl).

후처리

  1. concentrationconcentrated
  2. customThe crude product is purified by silica gel flash chromatography (85:15 ethyl acetate:ethanol)
  3. customgiving the product with slight impurities

출처 및 근거

ORD 기록
ord-d231838717394c229e3e81149e730383
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05830915

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