Triethylamine → Biotin [2-(4-azidobenzoyl)aminohexyl]amidE

HRID 617683

반응식

HRID 617683 반응식
[N:1]([C:4]1[CH:19]=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]CN)=[O:9])=[CH:6][CH:5]=1)=[N+:2]=[N-:3].[CH2:20]([N:22](CC)CC)C.C1C(=O)N([O:34][C:35]([CH2:37][CH2:38][CH2:39][CH2:40][CH:41]2[S:45][CH2:44][CH:43]3[NH:46][C:47]([NH:49][CH:42]23)=[O:48])=[O:36])C(=O)C1>CN(C=O)C>[OH:36][C:35]([CH2:37][CH2:38][CH2:39][CH2:40][C@H:41]1[C@@H:42]2[C@@H:43]([NH:46][C:47]([NH:49]2)=[O:48])[CH2:44][S:45]1)=[O:34].[N:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][CH:11]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:20][NH-:22])=[O:9])=[CH:18][CH:19]=1)=[N+:2]=[N-:3]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 434213NHS-BiotinHCID 13330101N-(6-Aminohexyl)-4-azidobenzamide

생성물 1

HCID 131721358Biotin [2-(4-azidobenzoyl)aminohexyl]amidE

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
20 °C

실험 절차

1.30 g (5 mmol) of product 2b are suspended in 40 ml of distilled DMF and 1.4 ml triethylamine are added under stirring at 20° C. Subsequently, 1.71 g (5 mmol) of biotin-N-hydroxysuccinimide ester 3 are added and stirring is continued for another 3 h at 20° C. Subsequently, the solvent is removed on a rotation evaporator (oil pump vacuum, water bath 50° C.) and the concentrated residue is digested overnight with saturated NaHCO3 solution. Product 4b is drawn off, washed with water and dried in the exsiccator.

후처리

  1. stirringstirring
  2. customSubsequently, the solvent is removed on a rotation evaporator (oil pump vacuum, water bath 50° C.)
  3. waitthe concentrated residue is digested overnight with saturated NaHCO3 solution
  4. washwashed with water
  5. customdried in the exsiccator

출처 및 근거

ORD 기록
ord-5565c67d56f746eb8a2c86c07a4205b6
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952185

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