Dimethylformamide → tert-butyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-3-cyanopropanoate

HRID 400992ノート

反応式

HRID 400992 の反応式
[NH2:1][C:2](=O)[C@@H:3]([NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6].CN(C)C=O.N1C(Cl)=NC(Cl)=NC=1Cl.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:16]([O:15][C:13]([NH:12][C@H:3]([C:2]#[N:1])[CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])=[O:14])([CH3:17])([CH3:19])[CH3:18]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7954Cyanuric chlorideHCID 14798Sodium HydroxideHCID 86688753HCID 86688753、化合物

生成物 1

HCID 86688754tert-butyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-3-cyanopropanoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To the compound obtained from Example 11 was added dimethylformamide (1019.5 g) followed by addition of cyanuric chloride (112.0 g) dropwise for 1.5 hours at temperature below 25° C. The reaction solution was stirred for one hour at room temperature, and then 0.1 N aqueous sodium hydroxide solution (1850.0 g) and toluene (1860 ml) were added thereto to separate the layers. The organic layer thus obtained was washed once again with water (700 ml) and then distilled under reduced pressure to obtain 318.3 g of the title compound.

後処理

  1. customto separate the layers
  2. customThe organic layer thus obtained
  3. washwas washed once again with water (700 ml)
  4. distillationdistilled under reduced pressure

出典と根拠

ORDレコード
ord-7b6c6bc541e44ee8bb4674518fb7bfc2
出典データセット
uspto-grants-2014_06
特許番号
US08741927B2

反応ノート

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