Diisopropylethylamine → HCID 66834820、化合物

HRID 61850ノート

反応式

HRID 61850 の反応式
[OH:1][C@H:2]([CH2:28][OH:29])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:20](=[O:21])[C:19]3[C:18]4[C:13](=[C:14]([OH:24])[C:15]([C:22]#[N:23])=[CH:16][CH:17]=4)[NH:12][C:11]=3[C:10]([CH3:26])([CH3:25])[C:9]=2[CH:27]=1.[CH3:30][Si](C=[N+]=[N-])(C)C.C(N(C(C)C)CC)(C)C>CO.C(Cl)(Cl)Cl>[OH:1][C@H:2]([CH2:28][OH:29])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:20](=[O:21])[C:19]3[C:18]4[C:13](=[C:14]([O:24][CH3:30])[C:15]([C:22]#[N:23])=[CH:16][CH:17]=4)[NH:12][C:11]=3[C:10]([CH3:26])([CH3:25])[C:9]=2[CH:27]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 167693TrimethylsilyldiazomethaneHCID 668349048-((R)-2,3-dihydroxy-propoxy)-4-hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

生成物 1

HCID 66834820HCID 66834820、化合物収率 62%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6212Chloroform溶媒

実験手順

Under nitrogen atmosphere, 8-((R)-2,3-dihydroxy-propoxy)-4-hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound U8-4-2, 8.0 mg, 20.39 μmol) was dissolved in methanol (2.0 mL) and chloroform (2.00 mL), added with trimethylsilyldiazomethane (diethyl ether solution, 2 M, 15.3 μL, 30.58 μmol) and diisopropylethylamine (0.05 mL), and then stirred at room temperature for 31 hr. The residues obtained from the reaction solution after concentration under reduced pressure were purified by silica gel column chromatography (methanol/dichloromethane) to obtain the title compound (5.1 mg, 62%).

後処理

  1. customThe residues obtained from the reaction solution
  2. concentrationafter concentration under reduced pressure
  3. customwere purified by silica gel column chromatography (methanol/dichloromethane)

出典と根拠

ORDレコード
ord-5331468a6058469da2ed47b1a2d2e692
出典データセット
uspto-grants-2016_09
特許番号
US09440922B2

反応ノート

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