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Dicyclohexylcarbodiimide → HCID 68147853、化合物

HRID 267495
ノート
印刷プレビュー

反応式

HRID 267495 の反応式
[NH2:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:9]([O:11]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:10])=[CH:6][CH2:7][S:8][C@H:3]12.[F:27][C:28]([F:36])([F:35])[S:29]([CH2:31][C:32](O)=[O:33])=[O:30].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[F:27][C:28]([F:36])([F:35])[S:29]([CH2:31][C:32]([NH:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:9]([OH:11])=[O:10])=[CH:6][CH2:7][S:8][C@H:3]12)=[O:33])=[O:30]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 12098365Benzhydryl 7-amino-3-cephem-4-carboxylateHCID 234231292408-16-4

生成物 1

HCID 68147853HCID 68147853、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 0.78 g (2 mmol) of benzhydryl 7-amino-3-cephem-4-carboxylate (South African Pat. No. 71/06719), 0.35 g (2 mmol) of trifluoromethylsulfinylacetic acid and 0.4 g (2 mmol) of dicyclohexylcarbodiimide in dry tetrahydrofuran (15 ml) is stirred at room temperature overnight. The precipitate is collected and washed with tetrahydrofuran and the combined filtrate and washings are evaporated in vacuo. The residue is treated with a cold solution of trifluoroacetic acid (10 ml) and anisole (0.5 g) for 15 minutes and then concentrated in vacuo. The residue is dissolved in ethyl acetate and treated with 5 percent aqueous sodium bicarbonate. The aqueous phase is adjusted to pH 2 and the precipitated product is collected and dried.

後処理

  1. customThe precipitate is collected
  2. washwashed with tetrahydrofuran
  3. customthe combined filtrate and washings are evaporated in vacuo
  4. additionThe residue is treated with a cold solution of trifluoroacetic acid (10 ml) and anisole (0.5 g) for 15 minutes
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue is dissolved in ethyl acetate
  7. additiontreated with 5 percent aqueous sodium bicarbonate
  8. customthe precipitated product is collected
  9. customdried

出典と根拠

ORDレコード
ord-7e60de2498bd4ce4a34f1b4eca37d3e6
出典データセット
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03943128

反応ノート

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