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Water → 3,5-Bis-o-(2,4-dichlorophenylmethyl)-2-c-ethyl-1-o-methyl-alpha-d-ribofuranose

HRID 1245519
ノート
印刷プレビュー

反応式

HRID 1245519 の反応式
[CH3:1][CH2:2][Mg+].[Br-].[Cl:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[CH2:13][O:14][C@@H:15]1[C@@H:21]([CH2:22][O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:26]=2[Cl:32])[O:20][C@H:17]([O:18][CH3:19])[C:16]1=[O:33].O>CCOCC>[Cl:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[CH2:13][O:14][C@@H:15]1[C@@H:21]([CH2:22][O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:26]=2[Cl:32])[O:20][C@H:17]([O:18][CH3:19])[C@:16]1([CH2:2][CH3:1])[OH:33]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 113750391-O-Methyl-3,5-bis-O-[(2,4-dichlorophenyl)methyl]-alpha-D-erthro-pentofuranoside-2-uloseHCID 178461630HCID 178461630、化合物

生成物 1

HCID 671439003,5-Bis-o-(2,4-dichlorophenylmethyl)-2-c-ethyl-1-o-methyl-alpha-d-ribofuranose

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

反応条件

温度
-78 °C

実験手順

To diethyl ether (300 mL) at −78° C. was slowly added EtMgBr (3.0 M, 16.6 mL) and then dropwise the compound from Step B of Example 62 (4.80 g, 10.0 mmol) in anhydrous Et2O (100 mL). The reaction mixture was stirred at −78° C. for 15 min, allowed to warm to −15° C. and stirred for another 2 h, and then poured into a stirred mixture of water (300 mL) and Et2O (600 mL). The organic phase was separated, dried (MgSO4), and evaporated in vacuo. The crude product was purified on silica gel using ethyl acetate/hexane (1:2) as eluent. Fractions containing the product were pooled and evaporated in vacuo to give the desired product (3.87 g) as a colorless oil.

後処理

  1. customat −78° C.
  2. temperatureto warm to −15° C.
  3. stirringstirred for another 2 h
  4. customThe organic phase was separated
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customThe crude product was purified on silica gel
  8. additionFractions containing the product
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-da4408466cb7450aabc103083e993e61
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07125855B2

反応ノート

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