Hydrochloric Acid → (3R)-1-benzyl-3-(4-methoxybenzyl)piperazine-2,5-dione

HRID 1375041노트

반응식

HRID 1375041 반응식
Cl.[CH2:2]([N:9]([CH2:30]C(OCC1C=CC=CC=1)=O)[C:10](=[O:29])[C@H:11]([NH:21][C:22]([O:24]C(C)(C)C)=O)[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[C:3]1C=C[CH:6]=[CH:5][CH:4]=1.O1CCO[CH2:43][CH2:42]1>ClCCl>[CH2:2]([N:9]1[CH2:30][C:22](=[O:24])[NH:21][C@H:11]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)[C:10]1=[O:29])[C:3]1[CH:43]=[CH:42][CH:6]=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 54515673N-benzyl-N-benzyloxycarbonylmethyl-(2R)-2-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propionamide

생성물 1

HCID 54330683(3R)-1-benzyl-3-(4-methoxybenzyl)piperazine-2,5-dione

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4N Hydrogen chloride in 1,4-dioxane solution (48 ml) was added dropwise to a solution of N-benzyl-N-benzyloxycarbonylmethyl-(2R)-2-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propionamide (8.48 g) in dichloromethane (48 ml) under ice-bath cooling. After being stirred for 2 hours at the same temperature, the reaction mixture was concentrated under reduced pressure. The residue was added to aqueous sodium bicarbonate solution (50 ml) and dichloromethane (50 ml), and the organic layer was separated, washed with brine, dried over sodium sulfate, and evaporated under reduced pressure to give a powder of (3R)-1-benzyl-3-(4-methoxybenzyl)piperazine-2,5-dione (3.65 g).

후처리

  1. temperaturecooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionThe residue was added to aqueous sodium bicarbonate solution (50 ml) and dichloromethane (50 ml)
  4. customthe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-113bf4e9bd914ffa97e3ea2e8c1988f9
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07166598B2

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