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Citric Acid → N-Acetyl-4-(bis(2-chloroethyl)amino)phenylalanine

HRID 1807358
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HRID 1807358 반응식
[CH:1]1[C:6]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:5][CH:4]=[C:3]([N:13]([CH2:17][CH2:18][Cl:19])[CH2:14][CH2:15][Cl:16])[CH:2]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:26](OC(=O)C)(=[O:28])[CH3:27].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O.O1CCOCC1>[CH3:27][C:26]([NH:12][CH:8]([C:9]([OH:11])=[O:10])[CH2:7][C:6]1[CH:5]=[CH:4][C:3]([N:13]([CH2:14][CH2:15][Cl:16])[CH2:17][CH2:18][Cl:19])=[CH:2][CH:1]=1)=[O:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 460612Melphalan

생성물 1

HCID 14399N-Acetyl-4-(bis(2-chloroethyl)amino)phenylalanine

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

실험 절차

600 mg of melphalan (63) is suspended in 25 ml of water containing 500 mg of sodium carbonate. 10 ml of dioxane is added and 1 ml of acetic anhydride. After stirring at ambient temperature for 1 h citric acid is added and the mixture extracted with ethyl acetate. After washing with water and brine the organic phase is dried (sodium sulfate) and concentrated in vacuum. Removal of all volatiles yields the crude N-acetylmelphalan that is carried on to the next step without further purification.

후처리

  1. additionis added
  2. extractionthe mixture extracted with ethyl acetate
  3. washAfter washing with water and brine the organic phase
  4. dry with materialis dried (sodium sulfate)
  5. concentrationconcentrated in vacuum
  6. customRemoval of all volatiles

출처 및 근거

ORD 기록
ord-3df490b43a5a4d49a69a08a3ed117c2a
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08357506B2

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