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2,4,5-Trichlorophenol → t-Butoxycarbonyl-glycyl-glycine-2,4,5-Trichlorophenyl Ester

HRID 1863468
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HRID 1863468 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([NH:12][CH2:13][C:14]([OH:16])=[O:15])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1O.ON1C(=O)CCC1=O.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[O:15][C:14](=[O:16])[CH2:13][NH:12][C:10](=[O:11])[CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7]
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참가 물질

6

반응물 4

HCID 72712,4,5-TrichlorophenolHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 3334662-(2-{[(Tert-butoxy)carbonyl]amino}acetamido)acetic acid

생성물 1

HCID 54236985t-Butoxycarbonyl-glycyl-glycine-2,4,5-Trichlorophenyl Ester

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

실험 절차

Dissolve 2.5 g. of t-butoxycarbonyl-glycyl-glycine in dimethylformamide (20 ml.) containing 2,4,5-trichlorophenol (2.13 g.) and N-hydroxysuccinimide (1.4 g.) . Cool the solution in an ice bath and stir while adding dicyclohexylcarbodiimide (2.44 g.) in dimethylformamide (5 ml.). Allow the reaction mixture to stand at room temperature for 48 hours, filter the reaction mixture and evaporate the filtrate to dryness under reduced pressure. Chromatograh the residue on silica gel (150 g.). The desired product is eluted with 20% ethyl acetate/chloroform and crystallized from ether-hexane (m.p. 90°-91° C.).

후처리

  1. dissolutionDissolve 2.5 g
  2. temperatureCool the solution in an ice bath
  3. filtrationfilter the reaction mixture
  4. customevaporate the filtrate to dryness under reduced pressure
  5. washThe desired product is eluted with 20% ethyl acetate/chloroform
  6. customcrystallized from ether-hexane (m.p. 90°-91° C.)

출처 및 근거

ORD 기록
ord-d64d82f187924feba5b56358f4884c95
출처 데이터셋
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04169141

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