tert-Butyl N,N-dipropan-2-ylcarbamimidate → HCID 178450703、化合物

HRID 237160ノート

反応式

HRID 237160 の反応式
[NH2:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:22]([OH:24])=[O:23])=[C:6]([CH:9]([S:16][C:17]3[NH:21][N:20]=[N:19][N:18]=3)[CH2:10][CH2:11][S:12](=[O:15])(=[O:14])[NH2:13])[CH2:7][S:8][C@H:3]12.[C:27](OC(=N)N(C(C)C)C(C)C)([CH3:30])([CH3:29])[CH3:28]>C(Cl)Cl>[C:27]([O:23][C:22]([C:5]1[N:4]2[C:25](=[O:26])[CH:2]([NH2:1])[C@H:3]2[S:8][CH2:7][C:6]=1[CH:9]([S:16][C:17]1[NH:18][N:19]=[N:20][N:21]=1)[CH2:10][CH2:11][S:12](=[O:14])(=[O:15])[NH2:13])=[O:24])([CH3:30])([CH3:29])[CH3:28]

参加物

4

反応物 2

HCID 22010542tert-Butyl N,N-dipropan-2-ylcarbamimidateHCID 178508099HCID 178508099、化合物

生成物 1

HCID 178450703HCID 178450703、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of 21.1 g. (0.05 mol.) of 7-amino-3-[1-(2-sulfamoylethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid in 500 ml. of dry methylene chloride is added in one portion a solution of 30.0 g. (0.15 mol.) of O-t-butyldiisopropylpseudourea in 50 ml. of methylene chloride. The mixture is stirred at ambient temperature for 24 hours. The precipitate is removed by filtration and the filtrate evaporated to a residue which is taken up in 200 ml. of benzene and filtered again. The filtrate is extracted with three 100 ml. portions of cold 1 N hydrochloric acid. The acidic aqueous extracts are layered with ethyl acetate and the pH adjusted to 7.5 with solid sodium bicarbonate. The organic layer is separated and the aqueous phase is extracted with two 150 ml. portions of ethyl acetate. The combined extracts are dried (MgSO4), filtered and evaporated to give 7-amino-3-[1-(2-sulfamoylethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid t-butyl ester.

後処理

  1. additionTo a suspension of 21.1 g
  2. customThe precipitate is removed by filtration
  3. customthe filtrate evaporated to a residue which
  4. filtrationof benzene and filtered again
  5. extractionThe filtrate is extracted with three 100 ml
  6. customThe organic layer is separated
  7. extractionthe aqueous phase is extracted with two 150 ml
  8. dry with materialThe combined extracts are dried (MgSO4)
  9. filtrationfiltered
  10. customevaporated

出典と根拠

ORDレコード
ord-5c8399aefbff4d4eb92d126cb25a9832
出典データセット
uspto-grants-1979_06
特許番号
US04159373

反応ノート

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