Ammonia → tert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamate

HRID 927357노트

반응식

HRID 927357 반응식
[C:1]([O:5][C:6]([NH:8][C:9]([CH3:14])([CH3:13])[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:30]1C=CC=CC=1.N>C(#N)C>[NH2:30][C:10](=[O:11])[C:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:14])[CH3:13]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 1049PyridineHCID 90495Di-tert-butyl dicarbonateHCID 2733845N-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanine

생성물 1

HCID 11287144tert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamate수율 88%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-(tert-butoxycarbonylamino)-2-methylpropanoic acid (CAN: 30992-29-1, 20 g, 98 mmol), di-tert-butyl dicarbonate (CAN 24424-99-5, 27.67 g, 147 mmol) and pyridine (4.6 mL) in acetonitrile (500 mL) was stirred at room temperature for 20 min. Ammonia (10 mL) was added dropwise for 20 min. The resulting reaction mixture was stirred for 4 h. After removal of most of the solvent under reduced pressure, the solid was filtered off and washed with acetonitrile. The solid was brought to dryness under reduced pressure to give the title compound (17.5 g, 88%) as white solid; MS (EI): m/e 225.1 [M+Na]+.

후처리

  1. customThe resulting reaction mixture
  2. stirringwas stirred for 4 h
  3. customAfter removal of most of the solvent under reduced pressure
  4. filtrationthe solid was filtered off
  5. washwashed with acetonitrile

출처 및 근거

ORD 기록
ord-0d5b7b40241c47a0a49d1b19104d3f92
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290451B2

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