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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)-pyrrolidine

HRID 2055037
ノート
印刷プレビュー

反応式

HRID 2055037 の反応式
[C:1]([Si:5]([CH3:50])([CH3:49])[O:6][C:7]1[CH:8]=[CH:9][C:10]([C:14]2[CH2:15][O:16][C:17]3[C:22]([C:23]=2[C:24]([OH:40])([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][N:35]4[CH2:39][CH2:38][CH2:37][CH2:36]4)=[CH:28][CH:27]=2)[CH3:25])=[CH:21][CH:20]=[C:19]([O:41][Si:42]([C:45]([CH3:48])([CH3:47])[CH3:46])([CH3:44])[CH3:43])[CH:18]=3)=[C:11](O)[CH:12]=1)([CH3:4])([CH3:3])[CH3:2].Cl>C1(C)C=CC=CC=1.O.C(OCC)(=O)C>[C:45]([Si:42]([CH3:44])([CH3:43])[O:41][C:19]1[CH:20]=[CH:21][C:22]2[C:23]3[C:24]([C:26]4[CH:27]=[CH:28][C:29]([O:32][CH2:33][CH2:34][N:35]5[CH2:36][CH2:37][CH2:38][CH2:39]5)=[CH:30][CH:31]=4)([CH3:25])[O:40][C:9]4[CH:8]=[C:7]([O:6][Si:5]([C:1]([CH3:4])([CH3:2])[CH3:3])([CH3:49])[CH3:50])[CH:12]=[CH:11][C:10]=4[C:14]=3[CH2:15][O:16][C:17]=2[CH:18]=1)([CH3:46])([CH3:48])[CH3:47]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 219591555-(Tert-butyl-dimethyl-silyloxy)-2-(7-(tert-butyl-dimethyl-silyloxy)-4-{1-hydroxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-ethyl}-2H-chromen-3-yl)phenol

生成物 1

HCID 219592841-(2-{4-[2,8-Bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromeno[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-pyrrolidine

試薬・触媒・溶媒 3

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

実験手順

5-(Tert-butyl-dimethyl-silyloxy)-2-(7-(tert-butyl-dimethyl-silyloxy)-4-{1-hydroxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-ethyl}-2H-chromen-3-yl)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. The mixture was then diluted with water and ethyl acetate. The layers were separated and the 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 to yield the title compound as a light oil.

後処理

  1. customThe layers were separated
  2. washthe organic 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-2273ac70308f4068b99ec9d8090d9033
出典データセット
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07329654B2

反応ノート

読み込み中…

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