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

HRID 573210ノート

反応式

HRID 573210 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-d0762950d29a4477937b52ab9e9a518d
出典データセット
uspto-grants-2015_05
特許番号
US09029404B2

反応ノート

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