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

HRID 1043231노트

반응식

HRID 1043231 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-50a371da2b68492eb552a1fcac81f389
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557983B2

반응 노트

불러오는 중…