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

HRID 11870
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HRID 11870 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887
Methanol
용매
2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-88c344182a2a4d219be99f9edfe605f7
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07098215B2

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