Dichloromethane → HCID 53979746、化合物

HRID 433774ノート

反応式

HRID 433774 の反応式
[N:1]([C@@:4]([C:9]([OH:11])=[O:10])([CH:6]([CH3:8])[CH3:7])N)=[C:2]=[O:3].[CH3:12][N:13]([C:15]1[S:16][CH:17]=[C:18]([CH2:20][NH:21][CH3:22])[N:19]=1)[CH3:14].Cl[CH2:24]Cl>>[CH3:24][O:11][C:9](=[O:10])[C@H:4]([CH:6]([CH3:8])[CH3:7])[NH:1][C:2]([N:21]([CH3:22])[CH2:20][C:18]1[N:19]=[C:15]([N:13]([CH3:12])[CH3:14])[S:16][CH:17]=1)=[O:3]

参加物

4

反応物 3

HCID 6344Dichloromethane2 回HCID 187589612-(N,N-dimethylamino)-4-(((N-methyl)amino)methyl)thiazoleHCID 22856914alpha-isocyanato-L-valine

生成物 1

HCID 53979746HCID 53979746、化合物収率 34%

実験手順

A solution of 741 mg (4.42 mmol) of α-isocyanato-L-valine in in 5 ml of dichloromethane was added to a solution of 720 mg (4.21 mmol) of 2-(N,N-dimethylamino)-4-(((N-methyl)amino)methyl)thiazole in 25 ml of dichloromethane. The resulting solution was stirred at ambient temperature for 16 h, partitioned between chloroform and aqueous NaHCO3, dried over Na2SO4, and concentrated in vacuo. The residue was purified by silica gel chromatography using 2% methanol in chloroform to provide 463 mg (34%) of the desired compound, Rf 0.25 (2% methanol in chloroform). NMR (CDCl3) δ 0.96 (d, J=7 Hz, 3H), 0.98 (d, J=7 Hz, 3H), 2.13 (m, 1H), 2.97 (s, 3H), 3.11 (s, 6H), 3.71 (s, 3H), 4.07 (br d, J=16 Hz, 1H), 4.34 (dd, J=9, 5 Hz, 1H), 4.42 (d, J=16 Hz, 1H), 6.29 (s, 1H), 6.37 (br, 1H). Mass spectrum: (M+H)+=329.

後処理

  1. custompartitioned between chloroform and aqueous NaHCO3
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-50355e151aa6428cb4366f16015c3182
出典データセット
uspto-grants-2003_12
特許番号
US06667404B2

反応ノート

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