tert-Butyl N,N-dipropan-2-ylcarbamimidate → HCID 178450690、化合物

HRID 866883ノート

反応式

HRID 866883 の反応式
[NH2:1][C@@H:2]1[C:26](=[O:27])[N:4]2[C:5]([C:23]([OH:25])=[O:24])=[C:6]([CH:9]([S:17][C:18]3[NH:22][N:21]=[N:20][N:19]=3)[CH2:10][CH2:11][NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH2:7][S:8][C@H:3]12.[C:28](OC(=N)N(C(C)C)C(C)C)([CH3:31])([CH3:30])[CH3:29]>C(Cl)Cl>[C:28]([O:24][C:23]([C:5]1[N:4]2[C:26](=[O:27])[C@@H:2]([NH2:1])[C@H:3]2[S:8][CH2:7][C:6]=1[CH:9]([S:17][C:18]1[NH:19][N:20]=[N:21][N:22]=1)[CH2:10][CH2:11][NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[O:25])([CH3:31])([CH3:30])[CH3:29]

参加物

4

反応物 2

HCID 22010542tert-Butyl N,N-dipropan-2-ylcarbamimidateHCID 178505105HCID 178505105、化合物

生成物 1

HCID 178450690HCID 178450690、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of 21.8 g (0.05 mol) of 7β-amino-3-[1-(2-methanesulfonamidoethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid in 500 ml of methylene chloride is added over a 30 minute interval a solution of 30.0 g (0.15 mol) of O-t-butyldiisopropylpseudourea in 100 ml of methylene chloride. The mixture is stirred at ambient temperature for 72 hours. The precipitate is removed by filtration and the filtrate is evaporated to a residue which is taken up in 200 ml of benzene and filtered again. The filtrate is extraced with three 100 ml portions of cold 1N hydrochloric acid. The aqueous extracts are layered with ethyl acetate and the pH is adjusted to 7.5 by addition of solid sodium bicarbonate. The organic layer is separated and the aqueous phase extracted with two 150 ml portions of ethyl acetate. The combined extracts are dried (MgSO4), filtered and evaporated to dryness to give 7β-amino-3-[1-(2-methanesulfonamidoethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid t-butyl ester.

後処理

  1. customThe precipitate is removed by filtration
  2. customthe filtrate is evaporated to a residue which
  3. filtrationfiltered again
  4. additionthe pH is adjusted to 7.5 by addition of solid sodium bicarbonate
  5. customThe organic layer is separated
  6. extractionthe aqueous phase extracted with two 150 ml portions of ethyl acetate
  7. dry with materialThe combined extracts are dried (MgSO4)
  8. filtrationfiltered
  9. customevaporated to dryness

出典と根拠

ORDレコード
ord-db393145565040a5a4ab9a657dbfa1cf
出典データセット
uspto-grants-1978_07
特許番号
US04101656

反応ノート

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