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Phosphoric Acid → HCID 70582695、化合物

HRID 28018
ノート
印刷プレビュー

反応式

HRID 28018 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:21](=[O:22])[N:11]2[C:12]([C:18]([O-:20])=[O:19])=[C:13]([CH2:16][OH:17])[CH2:14][S:15][C@H:10]12)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Na+].[C:24]([N:29]1[C:39](=[O:40])[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[S:30]1(=[O:32])=[O:31])([O:26][CH2:27][CH3:28])=[O:25].C(N(CC)CC)C.P(=O)(O)(O)O>CN(C)C=O.O.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:21](=[O:22])[N:11]2[C:12]([C:18]([OH:20])=[O:19])=[C:13]([CH2:16][O:17][C:39](=[O:40])[C:38]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[S:30](=[O:32])(=[O:31])[NH:29][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:14][S:15][C@H:10]12)=[O:7])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 1004Phosphoric AcidHCID 8471Triethylamine2 回HCID 227704Ethyl 3-oxo-1,2-benzothiazole-2(3h)-carboxylate 1,1-dioxideHCID 70582610Sodium 7beta-(t-butoxycarbonyl)amino-3-hydroxymethyl-3-cephem-4-carboxylate

生成物 1

HCID 70582695HCID 70582695、化合物収率 47%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

In dimethylformamide (20 ml) is dissolved sodium 7β-(t-butoxycarbonyl)amino-3-hydroxymethyl-3-cephem-4-carboxylate (3.20 g), followed by the addition of N-carboethoxysaccharin (3.20 g) and triethylamine (2.0 ml). The solution is stirred for one hour at room temperature and, after the addition of triethylamine (2.0 ml), stirred further for one hour. The solution is poured into toleune (1 L) and the resultant precipitate is collected by filtration, washed with toleune and dried. The powder thus obtained is dissolved in water (30 ml). After the addition of ethyl acetate (200 ml), the solution is adjusted to pH 4.0 with diluted phosphoric acid. After separation, the ethyl acetate solution is washed with water, dried over anhydrous sodium sulfate and concentrated. To the concentrate (30 ml), ether (200 ml) is added under stirring and the resultant precipitate is filtered off. The filtrate is concentrated under reduced pressure and to the concentrate (30 ml) is added carbon tetrachloride (100 ml). The resultant precipitate is collected by filtration, washed with carbon tetrachloride and dried over phosphorus pentoxide. The procedure provides 7β-(t-butoxycarbonyl)amino-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (2.50 g).

後処理

  1. stirringstirred further for one hour
  2. additionThe solution is poured into toleune (1 L)
  3. filtrationthe resultant precipitate is collected by filtration
  4. washwashed with toleune
  5. customdried
  6. customThe powder thus obtained
  7. customAfter separation
  8. washthe ethyl acetate solution is washed with water
  9. dry with materialdried over anhydrous sodium sulfate
  10. concentrationconcentrated
  11. concentrationTo the concentrate (30 ml), ether (200 ml)
  12. additionis added
  13. stirringunder stirring
  14. filtrationthe resultant precipitate is filtered off
  15. concentrationThe filtrate is concentrated under reduced pressure
  16. concentrationto the concentrate (30 ml)
  17. additionis added carbon tetrachloride (100 ml)
  18. filtrationThe resultant precipitate is collected by filtration
  19. washwashed with carbon tetrachloride
  20. dry with materialdried over phosphorus pentoxide

出典と根拠

ORDレコード
ord-83e2b0c033364b3a9d8de1932c834bd9
出典データセット
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04224441

反応ノート

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