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Benzyl Bromide → HCID 178512913、化合物

HRID 555024
ノート
印刷プレビュー

反応式

HRID 555024 の反応式
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:9])[NH2:8].C([O-])([O-])=O.[Cs+].[Cs+].[Cs].[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CO.O.CN(C=O)C>[NH2:1][C@H:2]([C:10]([O:12][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:9])[NH2:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 5354618CesiumHCID 178454187HCID 178454187、化合物2 回

生成物 1

HCID 178512913HCID 178512913、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒
HCID 962
Water
溶媒
2 回
HCID 6228Dimethylformamide溶媒

実験手順

Water (2 ml) was added to a solution of Boc-Arg-OH (2.5 mmol) in methanol (20 ml). The solution was neutralised with a 20% solution of Cs2CO3 in water and then evaporated in vacuo to dryness. Residual water was removed by repeated addition and evaporation of toluene. The solid cesium salt of Boc-arginine was treated with DMF (25 ml) and benzyl bromide (3 mmol) and stirred at room temperature for 6 h. The DMF was removed in vacuo and the product was dissolved in acetone and filtered. The filtrate was evaporated in vacuo and the product was treated with 95% trifluoroactetic acid (TFA) (4 ml). The resulting product H-Arg-OBzl was isolated by tituration by diethyl ether. The salt of H-Arg-OBzl was isolated by treating the product with para-toluenesulfonic acid (5 mmol) in ether.

後処理

  1. customevaporated in vacuo to dryness
  2. customResidual water was removed
  3. additionaddition and evaporation of toluene
  4. customThe DMF was removed in vacuo
  5. dissolutionthe product was dissolved in acetone
  6. filtrationfiltered
  7. customThe filtrate was evaporated in vacuo
  8. additionthe product was treated with 95% trifluoroactetic acid (TFA) (4 ml)

出典と根拠

ORDレコード
ord-9262748457094615b46c91db2ea086e8
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08048852B2

反応ノート

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