Triethylamine → HCID 86645259, 화합물

HRID 2188509노트

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HRID 2188509 반응식
[C:1]([N:4]([CH2:36][CH:37]([OH:40])[CH2:38][NH2:39])[C:5]1[C:6]([I:35])=[C:7]([C:24]([NH:26][C:27](C)([CH3:33])C2COCO2)=[O:25])[C:8]([I:23])=[C:9]([C:21]=1[I:22])[C:10]([NH:12][CH2:13][CH:14]1[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[O:15]1)=[O:11])(=[O:3])[CH3:2].[CH2:41](N(CC)CC)C.Cl[C:49]([C:51]1[C:52]([I:78])=[C:53]([NH:70][C:71]([CH2:73][O:74][C:75](=[O:77])[CH3:76])=[O:72])[C:54]([I:69])=[C:55]([C:58](=[O:68])[NH:59][CH2:60][CH:61]2[CH2:65][O:64][C:63]([CH3:67])([CH3:66])[O:62]2)[C:56]=1[I:57])=[O:50].[CH2:79]([O:81][C:82](=[O:84])[CH3:83])C>CN(C=O)C>[C:1]([N:4]([C:5]1[C:6]([I:35])=[C:7]([C:24](=[O:25])[NH:26][CH2:27][CH:33]2[CH2:79][O:81][C:82]([CH3:41])([CH3:83])[O:84]2)[C:8]([I:23])=[C:9]([C:10](=[O:11])[NH:12][CH2:13][CH:14]2[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[O:15]2)[C:21]=1[I:22])[CH2:36][CH:37]([OH:40])[CH2:38][NH:39][C:49]([C:51]1[C:52]([I:78])=[C:53]([NH:70][C:71]([CH2:73][O:74][C:75](=[O:77])[CH3:76])=[O:72])[C:54]([I:69])=[C:55]([C:58](=[O:68])[NH:59][CH2:60][CH:61]2[CH2:65][O:64][C:63]([CH3:67])([CH3:66])[O:62]2)[C:56]=1[I:57])=[O:50])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 59445361Acetic acid {3-chlorocarbonyl-5-[(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamoyl]-2,4,6-triiodo-phenylcarbamoyl}-methyl esterHCID 866452605-[Acetyl-(3-amino-2-hydroxy-propyl)-amino]-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-N'-(dimethyl-[1,3]dioxolan-4-ylmethyl)-2,4,6-triiodo-isophthalamide

생성물 1

HCID 86645259HCID 86645259, 화합물수율 33%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5-[Acetyl-(3-amino-2-hydroxy-propyl)-amino]-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-N′-(dimethyl-[1,3]dioxolan-4-ylmethyl)-2,4,6-triiodo-isophthalamide (2.0 g, 2 mmol) in DMF (4 mL) were added triethylamine (0.45 g, 4 mmol, 2 eq) followed by acetic acid {3-chlorocarbonyl-5-[(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamoyl]-2,4,6-triiodo-phenylcarbamoyl}-methyl ester (1.85 g, 2 mmol, 1 eq). The reaction mixture was stirred at room temperature overnight under nitrogen. The mixture was diluted with ethylacetate and washed with water. The organics were collected, dried over MgSO4, filtered and evaporated to dryness. The product was purified by silica column chromatography eluting with ethylacetate/MeOH to give acetic acid {3-[3-(acetyl-{3,5-bis-[(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamoyl]-2,4,6-triiodo-phenyl}-amino)-2-hydroxy-propylcarbamoyl]-5-[(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamoyl]-2,4,6-triiodo-phenylcarbamoyl}-methyl ester (725 μmol, Yield=33%).

후처리

  1. washwashed with water
  2. customThe organics were collected
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe product was purified by silica column chromatography
  7. washeluting with ethylacetate/MeOH

출처 및 근거

ORD 기록
ord-d18b10525eb548bdb5efcffce986273b
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08323619B2

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