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Ethanolamine → 7-Hydroxycoumarin-4-acetic acid-(2-hydroxyethyl) amide

HRID 610663
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HRID 610663 반응식
[OH:1][CH2:2][CH2:3][NH:4][C:5](=[O:30])[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)=[CH:14][CH:15]=2)[O:10][C:9](=[O:29])[CH:8]=1.C(CN)O>CN(C=O)C>[OH:1][CH2:2][CH2:3][NH:4][C:5](=[O:30])[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=2)[O:10][C:9](=[O:29])[CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 700EthanolamineHCID 99541407-beta-D-galactopyranosyloxycoumarin-4-acetic acid-(2-hydroxyethyl)amide

생성물 1

HCID 538312567-Hydroxycoumarin-4-acetic acid-(2-hydroxyethyl) amide수율 71.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

200 mg (0.85 mmole) of 7-hydroxycoumarin-4-methyl ester 2 (prepared as described in Scheme 1) was dissolved in 5 ml of dry DMF and stirred with 0.5 g (8.5 mmoles) of ethanolamine at room temperature for 52 hrs. The DMF was then evaporated from the dark brown solution. The residue obtained after further evaporation with methanol was dissolved in water and purified on a C-8 RP-HPLC column using a gradient of 5/95 CH3CN/water (0.1% TFA) to 30170 CH3CN/water (0.1% TFA) in 25.5 min. The peak eluting at 21.6 min was collected and lyophilized to give 0.16 g of an off-white powder MS: Mol. Formula, C13H13NO5 ; Calculated: 263.26, found (M+H)+ 264.2.

후처리

  1. customThe DMF was then evaporated from the dark brown solution
  2. customThe residue obtained
  3. customafter further evaporation with methanol
  4. dissolutionwas dissolved in water
  5. custompurified on a C-8 RP-HPLC column
  6. customin 25.5 min
  7. washThe peak eluting at 21.6 min
  8. customwas collected

출처 및 근거

ORD 기록
ord-a7a7e2f60f05430ea93e258c5df0d7aa
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05998593

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