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

HRID 1750183노트

반응식

HRID 1750183 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-84e740c976254d55a9f91dade3e6d585
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156796B2

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