Iodobenzene diacetate → HCID 51356009、化合物

HRID 2367551ノート

反応式

HRID 2367551 の反応式
[CH2:1]([C@H:3]1[N:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:7][C@@H:6]([CH2:16][OH:17])[O:5][CH2:4]1)[CH3:2].CC1(C)N([O])C(C)(C)CCC1.C(OI(C1C=CC=CC=1)OC(=O)C)(=[O:31])C>C(Cl)Cl>[CH3:14][C:12]([O:11][C:9]([N:8]1[C@H:3]([CH2:1][CH3:2])[CH2:4][O:5][C@H:6]([C:16]([OH:31])=[O:17])[CH2:7]1)=[O:10])([CH3:13])[CH3:15]

参加物

5

反応物 3

HCID 76724Iodobenzene diacetateHCID 2724126TempoHCID 513540381,1-Dimethylethyl (2S,5R)-5-ethyl-2-(hydroxymethyl)-4-morpholinecarboxylate

生成物 1

HCID 51356009HCID 51356009、化合物収率 26.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a vigorously stirred solution of 1,1-dimethylethyl(2S,5R)-5-ethyl-2-(hydroxymethyl)-4-morpholinecarboxylate (2.52 g, 10.27 mmol) in CH2Cl2 (50 mL) that was cooled to 0° C. were added TEMPO (0.321 g, 2.054 mmol) and (diacetoxyiodo)benzene (7.28 g, 22.60 mmol). The ice bath was removed, and the reaction was allowed to warm to room temperature and stirred overnight. The reaction was quenched with CH3OH and then concentrated to afford the title compound (0.711 g) as a yellow oil. LC-MS (ES) m/z=260 [M+H]+.

後処理

  1. customThe ice bath was removed
  2. customThe reaction was quenched with CH3OH
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-c18a34fdf2ce4983a38fbd76b9981f33
出典データセット
uspto-grants-2014_04
特許番号
US08697685B2

反応ノート

読み込み中…