1-Bromooctadecane → 10-Octadecyl-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

HRID 480535

반응식

HRID 480535 반응식
CC([O:5][C:6](=[O:36])[CH2:7][N:8]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15][N:14]([CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[CH2:13][CH2:12][N:11]([CH2:28][C:29]([O:31]C(C)(C)C)=[O:30])[CH2:10][CH2:9]1)(C)C.Br[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55]>CC#N>[CH2:55]([N:17]1[CH2:16][CH2:15][N:14]([CH2:20][C:21]([OH:23])=[O:22])[CH2:13][CH2:12][N:11]([CH2:28][C:29]([OH:31])=[O:30])[CH2:10][CH2:9][N:8]([CH2:7][C:6]([OH:5])=[O:36])[CH2:19][CH2:18]1)[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH3:38]

참가 물질

4

반응물 2

HCID 82181-BromooctadecaneHCID 11237632Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate

생성물 1

HCID 996214010-Octadecyl-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tris(1,1-dimethylethyl)ester (37.5 g; 72.8 mmol) and 1-bromooctadecane (24.5 g; 73.5 mmol) in CH3CN (500 mL) was heated to reflux. After 2 h the reaction mixture was evaporated and the residue was dissolved in CHCl3 and a portion of CF3COOH was added. After 16 h at room temperature the reaction mixture was evaporated and the oily residue dissolved in CF3COOH. After 3 days at room temperature, the solution was evaporated, the residue taken up in CHCl3 and the solution evaporated. This operation was repeated three times. The oily residue was purified by flash chromatography as follows:

후처리

  1. temperaturewas heated to reflux
  2. customAfter 2 h the reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in CHCl3
  4. additiona portion of CF3COOH was added
  5. customAfter 16 h at room temperature the reaction mixture was evaporated
  6. dissolutionthe oily residue dissolved in CF3COOH
  7. customthe solution was evaporated
  8. customthe solution evaporated
  9. customThe oily residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-a664bd2018a943e3a5baf1503454e641
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06652834B2

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