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1-Hydroxybenzotriazole → Nalpha-Fmoc-Ndelta-Boc-L-ornithine Methyl Ester

HRID 11870
ノート
印刷プレビュー

反応式

HRID 11870 の反応式
[C:1]([NH:18][C@H:19]([C:31]([OH:33])=[O:32])[CH2:20][CH2:21][CH2:22][NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2].[CH3:34]CN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>CO>[CH3:34][O:32][C:31](=[O:33])[C@H:19]([CH2:20][CH2:21][CH2:22][NH:23][C:24]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:25])[NH:18][C:1]([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2756114(2S)-5-(((tert-butoxy)carbonyl)amino)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pentanoic acid

生成物 1

HCID 86592271Nalpha-Fmoc-Ndelta-Boc-L-ornithine Methyl Ester収率 102.8%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒
2 回

実験手順

Commercially available Nα-Fmoc-Nδ-Boc-L-ornithine (1.00 g), WSCI hydrochloride (0.633 g), and HOBt (0.446 g) were reacted in methanol (20 ml) for 23 hours at room temperature. After the reaction, methanol was removed and the residue was extracted with chloroform. The extract was washed with water, saturated aqueous solution of sodium hydrogencarbonate, and saturated brine, and dried over anhydrous sodium sulfate to remove water. Syrup obtained by removing the solvent was purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=5/1) to obtain the title compound (1.06 g) as a white solid.

後処理

  1. customwas removed
  2. extractionthe residue was extracted with chloroform
  3. washThe extract was washed with water, saturated aqueous solution of sodium hydrogencarbonate, and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customto remove water
  6. customSyrup obtained
  7. customby removing the solvent
  8. customwas purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-88c344182a2a4d219be99f9edfe605f7
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07098215B2

反応ノート

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