5-Fluorouracil → n1-(2-Maleinimidoethyloxycarbonyl)-5-fluorouracil

HRID 49744

反応式

HRID 49744 の反応式
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.C(N(CC)CC)C.Cl[C:18]([O:20][CH2:21][CH2:22][N:23]1[C:27](=[O:28])[CH:26]=[CH:25][C:24]1=[O:29])=[O:19]>O1CCCC1>[C:24]1(=[O:29])[N:23]([CH2:22][CH2:21][O:20][C:18]([N:6]2[CH:7]=[C:2]([F:1])[C:3](=[O:9])[NH:4][C:5]2=[O:8])=[O:19])[C:27](=[O:28])[CH:26]=[CH:25]1

参加物

5

反応物 3

HCID 33855-FluorouracilHCID 8471TriethylamineHCID 215748202-Maleinimidoethyl chloroformate

生成物 1

HCID 10780306n1-(2-Maleinimidoethyloxycarbonyl)-5-fluorouracil収率 61%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

500 mg (3.84 mmol) 5-fluorouracil were dissolved in 100 ml of tetrahydrofuran and diluted with 505 mg (696 μl; 4.99 mmol) of triethylamine. To this solution, 1016 mg (4.99 mmol) of 2-maleinimidoethyl chloroformate, dissolved in 100 ml of tetrahydrofuran, were added drop-wise and the set-up was stirred for 15 h at room temperature. Then, the solvent was removed under the water jet vacuum and the residue purified using column chromatography (LOBAR®-column; running medium: acetic acid/hexane 1.5/1; yield: 61%); melting point: 132° C., Rf-value: 0.64 (diol; acetic acid/hexane 2/1)

後処理

  1. additionwere added drop-wise
  2. customThen, the solvent was removed under the water jet vacuum
  3. customthe residue purified

出典と根拠

ORDレコード
ord-9ac5a04f0160463b91bde775c17444d7
出典データセット
uspto-grants-2004_03
特許番号
US06709679B2

関連ノート

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