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

HRID 631971노트

반응식

HRID 631971 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-3f8f8add60bf48fb96db029e30c6648f
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321727B2

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