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Ethanolamine → (9H-fluoren-9-yl)methyl N-(2-hydroxyethyl)carbamate

HRID 1075477
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HRID 1075477 반응식
[C:1]([O-:4])([O-])=[O:2].[Na+].[Na+].[CH2:7]([CH2:9][NH2:10])[OH:8].ON1[C:16](=O)[CH2:15][CH2:14][C:13]1=O.O1[CH2:24][CH2:23]OCC1>O>[CH:13]1[C:13]2[CH:23]([CH2:24][O:4][C:1]([NH:10][CH2:9][CH2:7][OH:8])=[O:2])[C:16]3[C:15](=[CH:16][CH:13]=[CH:14][CH:15]=3)[C:14]=2[CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 700EthanolamineHCID 10340Sodium CarbonateHCID 312751,4-DioxaneHCID 80170N-Hydroxysuccinimide

생성물 1

HCID 2817739(9H-fluoren-9-yl)methyl N-(2-hydroxyethyl)carbamate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

68.0 g (ca 200 mMol) 9-fluorenylmethoxycarbonyl-N-hydroxysuccinimide ester (Fmoc-O-Su) is dissolved with stirring in 300 ml dioxan in a 1 l round-bottomed flask. 40 g Na2CO3 dissolved in 200 ml water as well as 14.4 ml (238 mMol) ethanolamine are added successively to the clear solution. The pulpy reaction mixture which forms at once is stirred overnight at room temperature and is aspirated on the following day. The filtration residue which contains unreacted Fmoc-O-Su, N-hydroxy-succinimide as well as the desired product, is recrystallized from ethyl acetate. After drying in a vacuum 47.4 g pure product=76% of the theoretical yield are obtained.

후처리

  1. additionare added successively to the clear solution
  2. customThe pulpy reaction mixture which

출처 및 근거

ORD 기록
ord-ca41e7e15e2944a5b1b0108691cddaad
출처 데이터셋
uspto-grants-1999_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05902878

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