Hydrochloric Acid → 1-(2-{4-[2,8-Bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromeno[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-azepane

HRID 2214298ノート

反応式

HRID 2214298 の反応式
[N:1]1([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]([C:20]3[C:29]4[C:24](=[CH:25][C:26]([O:30][Si:31]([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32])=[CH:27][CH:28]=4)[O:23][CH2:22][C:21]=3[C:38]3[CH:43]=[CH:42][C:41]([O:44][Si:45]([C:48]([CH3:51])([CH3:50])[CH3:49])([CH3:47])[CH3:46])=[CH:40][C:39]=3O)([OH:19])[CH3:18])=[CH:13][CH:12]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C1(C)C=CC=CC=1.O.C(OCC)(=O)C>[C:34]([Si:31]([CH3:32])([CH3:33])[O:30][C:26]1[CH:27]=[CH:28][C:29]2[C:20]3[C:17]([C:14]4[CH:15]=[CH:16][C:11]([O:10][CH2:9][CH2:8][N:1]5[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]5)=[CH:12][CH:13]=4)([CH3:18])[O:19][C:39]4[CH:40]=[C:41]([O:44][Si:45]([C:48]([CH3:50])([CH3:51])[CH3:49])([CH3:47])[CH3:46])[CH:42]=[CH:43][C:38]=4[C:21]=3[CH2:22][O:23][C:24]=2[CH:25]=1)([CH3:35])([CH3:36])[CH3:37]

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 693277712-[4-{-1-[4-(2-azepan-1-yl-ethoxy)-phenyl]-1-hydroxy-ethyl}-7-(tert-butyl-dimehyl-silyloxy)-2H-chromen-3-yl]-5-(tert-butyl-dimethyl-silyloxy)-phenol

生成物 1

HCID 219592481-(2-{4-[2,8-Bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromeno[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-azepane

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2-[4-{1-[4-(2-azepan-1-yl-ethoxy)-phenyl]-1-hydroxy-ethyl}-7-(tert-butyl-dimehyl-silyloxy)-2H-chromen-3-yl]-5-(tert-butyl-dimethyl-silyloxy)-phenol, prepared as in STEP A above, was dissolved in toluene (8 mL) and treated with diluted HCl (0.4 mL of concentrated HCl:H2O=1:2 v/v). The reaction mixture was vigorously stirred at room temperature for 1.5 h, then diluted with water and ethyl acetate. The resulting layers were separated and organic layer washed successively with saturated NaHCO3, brine and dried over MgSO4. The desiccant was filtered off, and the filtrate concentrated. Flash chromatography with ethyl acetate:hexane:CH3OH (containing 1% NH4OH)=49:49:2 as the eluent yielded the title compound as a light yellow oil.

後処理

  1. customThe resulting layers were separated
  2. washorganic layer washed successively with saturated NaHCO3, brine
  3. dry with materialdried over MgSO4
  4. filtrationThe desiccant was filtered off
  5. concentrationthe filtrate concentrated

出典と根拠

ORDレコード
ord-82f97b7d123945038df2a330bf61f707
出典データセット
uspto-grants-2006_09
特許番号
US07105679B2

反応ノート

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