3-(Benzoyloxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acid → Cocaine

HRID 705061노트

반응식

HRID 705061 반응식
[CH3:1][N:2]1[CH:6]2[CH:7]([C:19]([OH:21])=[O:20])[CH:8]([O:10][C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:12])[CH2:9][CH:3]1[CH2:4][CH2:5]2.ON1C(=O)CC[C:24]1=O>O1CCCC1>[CH3:1][N:2]1[C@H:6]2[C@@H:7]([C:19]([O:21][CH3:24])=[O:20])[C@@H:8]([O:10][C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:12])[CH2:9][C@@H:3]1[CH2:4][CH2:5]2

참가 물질

4

반응물 2

HCID 23403-(Benzoyloxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acidHCID 80170N-Hydroxysuccinimide

생성물 1

HCID 446220Cocaine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

For example, and not by way of limitation, 10 mg of benzoyl ecgonine in 5 ml tetrahydrofuran (“THF”) may be added to 1.1 equivalent N-hydroxysuccinimide (NHS) and 1.1 equivalent of Ethyl 3-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC). The reaction mixture may be stirred at room temperature for about 30 min. The solvent may then be removed under reduced pressure and the resultant cocaine activated ester, cocaine-NHS (a cocaine pre-hapten), may be dissolved in 0.2 ml of DMF and mixed with 5 mg of carrier Self protein in 1 ml PBS. The mixture may then be stirred for about 3 hour at about 4 C.° to provide cocaine/Self protein conjugate. The foregoing amounts may be varied depending on the desired yield of conjugate. In preferred non-limiting embodiments, the carrier Self protein may be HSA or MSA or TSA.

후처리

  1. customThe solvent may then be removed under reduced pressure
  2. dissolutionmay be dissolved in 0.2 ml of DMF
  3. additionmixed with 5 mg of carrier Self protein in 1 ml PBS
  4. stirringThe mixture may then be stirred for about 3 hour at about 4 C.°

출처 및 근거

ORD 기록
ord-28c8756b3b8a45b0ae1e5440c545f414
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09173874B2

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