p-Toluenesulfonic acid → tert-butyl N-[(1R)-1-(benzylcarbamoyl)-2-hydroxyethyl]carbamate

HRID 1844769노트

반응식

HRID 1844769 반응식
[CH2:1]([NH:8][C:9](=[O:27])[CH:10]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:11][O:12][C@@H]1CCCCO1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:1]([NH:8][C:9](=[O:27])[C@H:10]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:23])([CH3:25])[CH3:24])[CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 86650906HCID 86650906, 화합물

생성물 1

HCID 46223140tert-butyl N-[(1R)-1-(benzylcarbamoyl)-2-hydroxyethyl]carbamate수율 65%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 12.86 g of Intermediate 3 and 0.65 g of p-toluensulfonic acid in 100 mL of ethanol was heated at reflux temperature for 2 hours. The solvent was evaporated under vacuum and to the residue was added ethyl acetate (100 mL) which resulted in the precipitation of a white solid. The solvent was partially distilled and 150 mL of petroleum oil was added and stirred overnight. The solid was collected by filtration and dried yielding 6.5 g of the title compound as a white solid.

후처리

  1. temperatureat reflux temperature for 2 hours
  2. customThe solvent was evaporated under vacuum and to the residue
  3. additionwas added ethyl acetate (100 mL) which
  4. customresulted in the precipitation of a white solid
  5. distillationThe solvent was partially distilled
  6. addition150 mL of petroleum oil was added
  7. filtrationThe solid was collected by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-e9d560bf5ea04961ab15414ac1485979
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946477B2

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