Hydroxide → 2'-deoxy-5-fluoro-3'-O-(4-methoxycarbonylbenzyl)uridine

HRID 466106

反応式

HRID 466106 の反応式
[OH-].[CH3:2][O:3][C:4]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10]Br)=[CH:8][CH:7]=1)=[O:5].[F:14][C:15]1[C:16](=[O:49])[NH:17][C:18](=[O:48])[N:19]([CH:47]=1)[C@@H:20]1[O:46][C@H:24]([CH2:25][O:26]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C@@H:22]([OH:23])[CH2:21]1>O1CCOCC1>[F:14][C:15]1[C:16](=[O:49])[NH:17][C:18](=[O:48])[N:19]([CH:47]=1)[C@@H:20]1[O:46][C@H:24]([CH2:25][OH:26])[C@@H:22]([O:23][CH2:10][C:9]2[CH:12]=[CH:13][C:6]([C:4]([O:3][CH3:2])=[O:5])=[CH:7][CH:8]=2)[CH2:21]1

参加物

5

反応物 3

HCID 961HydroxideHCID 256687Methyl 4-(bromomethyl)benzoateHCID 108387042'-deoxy-5'-O-trityl-5-fluorouridine

生成物 1

HCID 140495822'-deoxy-5-fluoro-3'-O-(4-methoxycarbonylbenzyl)uridine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Pottasium hydroxide (4.30 g) and 1.70 g of 4-methoxycarbonylbenzyl bromide were added to a solution of 3.00 g of 2'-deoxy-5-fluoro-5'-O-trityluridine in 200 ml of dioxane. The mixture was stirred at room temperature for a day. The reaction mixture was concentrated under a reduced pressure. To the concentrate was added 200 ml of ethyl acetate for extraction. The extract was washed with water, dried over magnesium sulfate and concentrated. The concentrate was dissolved in 20 ml of a 80% aqueous solution of acetic acid.

後処理

  1. concentrationThe reaction mixture was concentrated under a reduced pressure
  2. additionTo the concentrate was added 200 ml of ethyl acetate
  3. extractionfor extraction
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. dissolutionThe concentrate was dissolved in 20 ml of a 80% aqueous solution of acetic acid

出典と根拠

ORDレコード
ord-54432c8d643d439397ff68f751c45744
出典データセット
uspto-grants-1992_10
特許番号
US05155113

関連ノート

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