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Pyridine → N~2~-(tert-Butoxycarbonyl)-L-leucinamide

HRID 927441
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HRID 927441 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O.[N:32]1C=CC=CC=1.[OH-].[NH4+]>CC#N>[NH2:32][C:10](=[O:11])[C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:13][CH:14]([CH3:16])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1049PyridineHCID 14923Ammonium HydroxideHCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 90495Di-tert-butyl dicarbonate

생성물 1

HCID 7201299N~2~-(tert-Butoxycarbonyl)-L-leucinamide수율 86%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

A mixture of (S)-2-(tert-butoxycarbonylamino)-4-methylpentanoic acid (1.8 g), di-tert-butyl dicarbonate (CAN:24424-99-5, 12 mmol) and pyridine (3 mL) in CH3CN (50 mL) was stirred at room temperature for 20 min. Ammonium hydroxide solution (25%-28% NH3, 15 mL) was added dropwise during 30 min. The resulting reaction mixture was stirred overnight. During the removal of solvents, the product precipitated, was collected by filtration and dried to give the target compound as a white solid (1.55 g, 86%). MS (D): m/e=253.2 [M+Na]+.

후처리

  1. customThe resulting reaction mixture
  2. stirringwas stirred overnight
  3. customDuring the removal of solvents
  4. customthe product precipitated
  5. filtrationwas collected by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-96d5367fa8bd4bf080b8db505e4aef3e
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290451B2

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