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

HRID 1375041ノート

反応式

HRID 1375041 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-113bf4e9bd914ffa97e3ea2e8c1988f9
出典データセット
uspto-grants-2007_01
特許番号
US07166598B2

反応ノート

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