홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Lithium Hydroxide → 2(R)-benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionic acid

HRID 1768859
노트
인쇄 미리보기

반응식

HRID 1768859 반응식
[OH-:1].[Li+].[CH2:3]([C@H:10]([CH2:22][C:23]([N:25]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH3:26])=[O:24])[C:11](N1[C@H](C(C)C)COC1=O)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1.O>[CH2:3]([C@H:10]([CH2:22][C:23]([N:25]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH3:26])=[O:24])[C:11]([OH:12])=[O:1])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 186581703-[2(R)-benzyl-4-(N-benzyl-N-methylamino)-4-oxobutyryl]-4(R)-isopropyl-2-oxazolidinone

생성물 1

HCID 150457542(R)-benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionic acid수율 28.4%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

80 mg (1.89 mmole) of lithium hydroxide were added to a solution of 400 mg (0.95 mmole) of 3-[2(R)-benzyl-4-(N-benzyl-N-methylamino)-4-oxobutyryl]-4(R)-isopropyl-2-oxazolidinone (prepared as described in Preparation 14) in a mixture of 10 ml of tetrahydrofuran and 4 ml of water, and the mixture was stirred at room temperature for 5 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting residue was mixed with methylene chloride. The mixture was then extracted with a 10% w/v aqueous solution of sodium hydroxide. The aqueous layer was adjusted to a pH value of 2.0 by the addition of citric acid and was then extracted with methylene chloride. The methylene chloride extracts were combined, dried over anhydrous magnesium sulfate and concentrated by distillation under reduced pressure, to afford a colorless oil. This oil was triturated with hexane and the powder which deposited was collected by filtration and then recrystallized from diisopropyl ether, to afford 84 mg of the title compound as needles, melting at 119°-121° C.

후처리

  1. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  2. additionthe resulting residue was mixed with methylene chloride
  3. extractionThe mixture was then extracted with a 10% w/v aqueous solution of sodium hydroxide
  4. additionThe aqueous layer was adjusted to a pH value of 2.0 by the addition of citric acid
  5. extractionwas then extracted with methylene chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated by distillation under reduced pressure
  8. customto afford a colorless oil
  9. customThis oil was triturated with hexane
  10. filtrationthe powder which deposited was collected by filtration
  11. customrecrystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-3402cde4480b4b0d8198617440dbb6e3
출처 데이터셋
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05378689

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트