Trifluoroacetic acid → (2S-trans)-(3-Amino-2-methyl-4-oxo-1-azetidinyl)phosphonic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester, trifluoroacetate salt

HRID 4115

반응식

HRID 4115 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:9](=[O:29])[CH2:10][O:11][P:12]([OH:28])([N:14]2[C:17](=[O:18])[C@@H:16]([NH:19]C(=O)OC(C)(C)C)[C@@H:15]2[CH3:27])=[O:13])[CH:5]=[CH:6][C:7]=1[OH:8].[K].C1(OC)C=CC=CC=1.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>ClCCl.C1(C)C=CC=CC=1>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[NH2:19][C@@H:16]1[C:17](=[O:18])[N:14]([P:12](=[O:13])([OH:28])[O:11][CH2:10][C:9]([C:4]2[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([OH:1])[CH:3]=2)=[O:29])[C@H:15]1[CH3:27]

참가 물질

7

반응 조건

온도
0 °C

실험 절차

To a suspension of (2S-trans)-[1-[[2-(3,4-dihydroxyphenyl)-2-oxoethoxy]hydroxyphosphinyl]-2-methyl-4-oxo-3-azetidinyl]carbamic acid, 1,1-dimethylethyl ester, monopotassium salt (117 mg, 0.25 mmol) in 2.5 ml of dry dichloromethane was added 100 μl of anisole and the mixture was then cooled to 0° C. in an ice bath under argon. Trifluoroacetic acid (1 ml) was added and the mixture stirred for two hours. The reaction mixture was diluted with 5 ml of dry toluene and the solvents removed in vacuo at room temperature yielding a yellow oily residue. The residue was triturated with hexanes (2×10 ml) followed by trituration with ether (2×10 ml). The solid was dried in vacuo yielding the title compound.

후처리

  1. customthe solvents removed in vacuo at room temperature
  2. customyielding a yellow oily residue
  3. customThe residue was triturated with hexanes (2×10 ml)
  4. customThe solid was dried in vacuo

출처 및 근거

ORD 기록
ord-7b463b2c4b634287ae0797a585b376de
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04723002

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