HCID 86734335、化合物 → cis-3-Amino-4-oxo-2-p-toluenesulfonyloxymethylazetidine

HRID 2050391ノート

反応式

HRID 2050391 の反応式
[N:1]([C@H:4]1[C:7](=[O:8])[NH:6][C@H:5]1[CH2:9][O:10][S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])=[N+]=[N-]>C(O)(=O)C.[Zn]>[NH2:1][C@H:4]1[C:7](=[O:8])[NH:6][C@H:5]1[CH2:9][O:10][S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12]

参加物

4

反応物 1

HCID 86734335HCID 86734335、化合物

生成物 1

HCID 86734334cis-3-Amino-4-oxo-2-p-toluenesulfonyloxymethylazetidine

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

Zinc dust (2.0 g, 0.03 mole) was slowly added with cooling to a solution of 5.0 g (0.011 mole) of cis-3-azido-4-oxo-2-p-toluenesulfonyloxymethylazetidine in 50 ml of 50% aqueous acetic acid. The reaction mixture was stirred for 30 minutes and filtered. The solids were washed with water and the filtrate was saturated with hydrogen sulfide, filtered and concentrated to near dryness. The residue was dissolved in ethyl acetate-water and the pH was adjusted to 8.0 by addition of sodium carbonate and sodium hydroxide solutions. The layers were separated and the aqueous phase was extracted twice with ethyl acetate. The extracts were combined, dried (MgSO4) and evaporated to dryness to give the title compound.

後処理

  1. filtrationfiltered
  2. washThe solids were washed with water
  3. filtrationfiltered
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in ethyl acetate-water
  6. additionthe pH was adjusted to 8.0 by addition of sodium carbonate and sodium hydroxide solutions
  7. customThe layers were separated
  8. extractionthe aqueous phase was extracted twice with ethyl acetate
  9. dry with materialdried (MgSO4)
  10. customevaporated to dryness

出典と根拠

ORDレコード
ord-b8be26f351c148ee940dadbe0827ce8b
出典データセット
uspto-grants-1980_04
特許番号
US04200572

反応ノート

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