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Sodium Hydroxide → Sodium 7beta-(p-methoxybenzyloxycarbonylamino)-3-hydroxymethyl-3-cephem-4-carboxylate

HRID 1649753
ノート
印刷プレビュー

反応式

HRID 1649753 の反応式
[NH2:1][C@@H:2]1[C:14](=[O:15])[N:4]2[C:5]([C:11]([OH:13])=[O:12])=[C:6]([CH2:9][OH:10])[CH2:7][S:8][C@H:3]12.[OH-].[Na+:17].[CH3:18][O:19][C:20]1[CH:38]=[CH:37][C:23]([CH2:24][O:25][C:26](SC2C=C(C)C=C(C)N=2)=[O:27])=[CH:22][CH:21]=1.O1CCOCC1>O.C(OCC)(=O)C>[CH3:18][O:19][C:20]1[CH:38]=[CH:37][C:23]([CH2:24][O:25][C:26]([NH:1][C@@H:2]2[C:14](=[O:15])[N:4]3[C:5]([C:11]([O-:13])=[O:12])=[C:6]([CH2:9][OH:10])[CH2:7][S:8][C@H:3]23)=[O:27])=[CH:22][CH:21]=1.[Na+:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 11031679(6R-trans)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 13505496S-p-methoxybenzyloxycarbonyl-4,6-dimethyl-2-mercaptopyridine

生成物 1

HCID 67868099Sodium 7beta-(p-methoxybenzyloxycarbonylamino)-3-hydroxymethyl-3-cephem-4-carboxylate

試薬・触媒・溶媒

2
HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

In 50 ml of water is suspended 2.30 g of 7β-amino-3-hydroxymethyl-3-cephem-4-carboxylic acid and the suspension is adjusted to pH 8.5 with 1N-aqueous sodium hydroxide solution, whereupon a clear solution is obtained. To this solution are added 4.56 g of S-p-methoxybenzyloxycarbonyl-4,6-dimethyl-2-mercaptopyridine and 50 ml of dioxane and the mixture is stirred at room temperature for 7 hours. The reaction mixture is diluted with water and ethyl acetate and the water layer is separated and concentrated under reduced pressure. The residue is subjected to XAD-II (500 ml) column chromatography and after the column is washed with water, elution is carried out with 10% (v/v) ethanol. The eluate is concentrated under reduced pressure and freeze-dried to give 1.63 g of sodium 7β-(p-methoxybenzyloxycarbonylamino)-3-hydroxymethyl-3-cephem-4-carboxylate as colorless powders.

後処理

  1. customis obtained
  2. customthe water layer is separated
  3. concentrationconcentrated under reduced pressure
  4. washafter the column is washed with water, elution
  5. concentrationThe eluate is concentrated under reduced pressure
  6. customfreeze-dried

出典と根拠

ORDレコード
ord-769264b41c0d43e381685c7878292218
出典データセット
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04921851

反応ノート

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