Water → Thioacetic acid S-((S)-2-tert-butoxycarbonylamino-4-methyl-pentyl)ester

HRID 1750183ノート

反応式

HRID 1750183 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:10]OS(C1C=CC(C)=CC=1)(=O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:26]([O-:29])(=[S:28])[CH3:27].[K+].O>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:22][CH:23]([CH3:24])[CH3:25])[CH2:10][S:28][C:26](=[O:29])[CH3:27])=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 3

HCID 962WaterHCID 14081313toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-4-methyl-pentyl esterHCID 23670855Potassium ethanethioate

生成物 1

HCID 14186507Thioacetic acid S-((S)-2-tert-butoxycarbonylamino-4-methyl-pentyl)ester収率 90.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To 1.00 g of toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-4-methyl-pentyl ester in 10 ml DMF were added 308 mg of potassium thioacetate. After 24 h at room temperature, the reaction was poured unto water, the pH was then adjusted to 9 and the mixture was extracted with ethyl acetate twice. The combined organic phases were washed with brine until neutral, dried over sodium sulphate and concentrated in vacuo. 0.67 g (90%) of Thioacetic acid S—((S)-2-tert-butoxycarbonylamino-4-methyl-pentyl)ester were obtained.

後処理

  1. extractionthe mixture was extracted with ethyl acetate twice
  2. washThe combined organic phases were washed with brine until neutral,
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-84e740c976254d55a9f91dade3e6d585
出典データセット
uspto-grants-2015_10
特許番号
US09156796B2

反応ノート

読み込み中…