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

HRID 1863468
ノート
印刷プレビュー

反応式

HRID 1863468 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒
2 回

実験手順

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.).

後処理

  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.)

出典と根拠

ORDレコード
ord-d64d82f187924feba5b56358f4884c95
出典データセット
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04169141

反応ノート

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