Triethylamine → HCID 86645259、化合物

HRID 2188509ノート

反応式

HRID 2188509 の反応式
[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]

参加物

6

反応物 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

生成物 1

HCID 86645259HCID 86645259、化合物収率 33%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-d18b10525eb548bdb5efcffce986273b
出典データセット
uspto-grants-2012_12
特許番号
US08323619B2

反応ノート

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