1,2-Dichloroethane → HCID 19437233、化合物

HRID 1728326ノート

反応式

HRID 1728326 の反応式
[C:1]([O:5][C:6]([NH:8][C:9]([CH3:17])([CH2:13][CH2:14][CH2:15][OH:16])[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][C:9]1([CH3:17])[CH2:13][CH2:14][CH2:15][O:16][C:10]1=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 111,2-DichloroethaneHCID 19437231N-[(1,1-Dimethylethoxy)carbonyl]-5-hydroxy-2-methylnorvaline

生成物 1

HCID 19437233HCID 19437233、化合物収率 31.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-(t-Butyloxycarbonyl)amino-2-methyl-5-hydroxypentanoic acid (3.0 g, 0.012 mol) and EDC (2.56 g, 0.013 mol) were dissolved in DMF (20 mL) and stirred at ambient temperature for 18 h. The reaction mixture was concentrated to dryness, and the residue was partitioned between EtOAc (30 mL)-H2O (30 mL), the organic layer separated, washed with brine and dried (Na2SO4). Filtration, concentration, and chromatography (SiO2, EtOAc: hexane, 1:3) gave 0.86 g (31%) of the title compound. 1H NMR (CDCl3) δ 5.1 (br s, 1H), 4.35-4.55 (m, 2H), 2.49-2.64 (m, 1H), 1.78-2.1 (m, 3H), 1.45 (s, 3H), 1.41 (s, 9H).

後処理

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue was partitioned between EtOAc (30 mL)-H2O (30 mL)
  3. customthe organic layer separated
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationFiltration, concentration, and chromatography (SiO2, EtOAc: hexane, 1:3)

出典と根拠

ORDレコード
ord-d70374afbedb461fb924002737727769
出典データセット
uspto-grants-1994_07
特許番号
US05326773

反応ノート

読み込み中…