Borane;pyridine → p-NO2-Bn-Cyclen

HRID 377012노트

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HRID 377012 반응식
N1C=CC=CC=1.B.[N+:8]([C:11]1[CH:33]=[CH:32][C:14]([CH2:15][CH:16]2[C:27](=O)[NH:26][CH2:25][C:24](=O)[NH:23][CH2:22][C:21](=O)[NH:20][CH2:19][C:18](=O)[NH:17]2)=[CH:13][CH:12]=1)([O-:10])=[O:9]>N1C=CC=CC=1>[N+:8]([C:11]1[CH:33]=[CH:32][C:14]([CH2:15][C@H:16]2[CH2:27][NH:26][CH2:25][CH2:24][NH:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18][NH:17]2)=[CH:13][CH:12]=1)([O-:10])=[O:9]

참가 물질

4

반응물 2

HCID 2723995Borane;pyridineHCID 193607152-(4-Nitrobenzyl)-3,6,9,12-tetraoxo-1,4,7,10-tetraazacyclododecane

생성물 1

HCID 10892179p-NO2-Bn-Cyclen

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
120 °C

실험 절차

Borane-pyridine (available from Aldrich) is added to a suspension of 2-(4-nitrobenzyl)-3,6,9,12-tetraoxo-1,4,7,10-tetraazacyclododecane in pyridine. The mixture is heated under reflux at 120° C. for 14 hours. The solvent is removed under reduced pressure. The residue is taken up in methanol and heated under reflux for 2 hours. The solvent is removed under reduced pressure. The residue is dissolved in methanol and re-evaporated. The solid residue is purified by chromatography on reverse phase Baker G18 silica gel available from J.T. Baker, Inc., Phillipsburg, N.J. Conversion of this product to nitro-benzyl-DOTA is accomplished via the procedure discussed in Renn et al., Bioconj. Chem., 3:563-569, 1992 or as set forth is subpart A above.

후처리

  1. temperatureThe mixture is heated
  2. customThe solvent is removed under reduced pressure
  3. temperatureheated
  4. temperatureunder reflux for 2 hours
  5. customThe solvent is removed under reduced pressure
  6. dissolutionThe residue is dissolved in methanol
  7. customre-evaporated
  8. customThe solid residue is purified by chromatography on reverse phase Baker G18 silica gel available from J.T

출처 및 근거

ORD 기록
ord-c56b42dd4f524a2cb77c8c68b9f4c7bc
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022966

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