(2R)-2-bromo-3-hydroxypropanoic acid → HCID 53823235、化合物

HRID 849373ノート

反応式

HRID 849373 の反応式
[Br:1][C@H:2]([CH2:6][OH:7])[C:3]([OH:5])=[O:4].[C:8](OC(=N)N(C(C)C)C(C)C)([CH3:11])([CH3:10])[CH3:9]>C(Cl)(Cl)Cl>[Br:1][C@H:2]([CH2:6][OH:7])[C:3]([O:5][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:4]

参加物

4

反応物 2

HCID 13776211(2R)-2-bromo-3-hydroxypropanoic acidHCID 22010542tert-Butyl N,N-dipropan-2-ylcarbamimidate

生成物 1

HCID 53823235HCID 53823235、化合物収率 61%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

18.1 g of (2R)-2-bromo-3-hydroxypropionic acid and 200 ml of chloroform were mixed, and 53.6 g of O-tert-butyl-N,N-diisopropylisourea was added under cooling with ice, followed by stirring at room temperature for 15 hours. Insoluble matters were filtered off, and then, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→5/1) to obtain 14.7 g (yield: 61%) of the above identified compound as a colorless oily substance.

後処理

  1. temperatureunder cooling with ice
  2. filtrationInsoluble matters were filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→5/1)
  5. customto obtain 14.7 g (yield: 61%) of the

出典と根拠

ORDレコード
ord-93f00563833a486caa1041b9386f716b
出典データセット
uspto-grants-2000_01
特許番号
US06011174

反応ノート

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