Sodium Azide → (R)-2-azidomethyl-morpholine-4-carboxylic acid tert-butyl ester

HRID 1043231ノート

反応式

HRID 1043231 の反応式
S(O[CH2:12][C@@H:13]1[O:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:14]1)(C1C=CC(C)=CC=1)(=O)=O.[N-:26]=[N+:27]=[N-:28].[Na+]>CN(C)C=O>[N:26]([CH2:12][C@@H:13]1[O:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:14]1)=[N+:27]=[N-:28]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 54043639(R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylate

生成物 1

HCID 57686784(R)-2-azidomethyl-morpholine-4-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of EXAMPLE 442A (1.66 g, 4.47 mmol) and sodium azide (0.581 g, 8.94 mmol) in anhydrous N,N-dimethylformamide (10 mL) was stirred at 90° C. for 4 hours. The mixture was cooled and concentrated to dryness. The residue was taken up in 5% aqueous sodium carbonate solution and extracted with methylene chloride. The combined organic layers was dried (MgSO4), filtered and concentrated to provide the title compound.

後処理

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated to dryness
  3. extractionextracted with methylene chloride
  4. dry with materialThe combined organic layers was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-50a371da2b68492eb552a1fcac81f389
出典データセット
uspto-grants-2013_10
特許番号
US08557983B2

反応ノート

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