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

HRID 927357ノート

反応式

HRID 927357 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-0d5b7b40241c47a0a49d1b19104d3f92
出典データセット
uspto-grants-2016_03
特許番号
US09290451B2

反応ノート

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