Sodium hydride → HCID 23568302、化合物

HRID 1822624ノート

反応式

HRID 1822624 の反応式
[CH2:1]([O:8][CH2:9][N:10]1[C:24](=[O:25])[C:23]([CH3:26])=[CH:22][N:12]([C@@H:13]2[O:21][C@H:18]([CH2:19][OH:20])[C@@H:16]([OH:17])[C@H:14]2[OH:15])[C:11]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:31][CH2:32][CH2:33][CH2:34][Cl:35]>>[CH2:1]([O:8][CH2:9][N:10]1[C:24](=[O:25])[C:23]([CH3:26])=[CH:22][N:12]([C@@H:13]2[O:21][C@H:18]([CH2:19][OH:20])[C@@H:16]([OH:17])[C@H:14]2[O:15][CH2:31][CH2:32][CH2:33][CH2:34][Cl:35])[C:11]1=[O:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 24758Sodium hydrideHCID 813641-Bromo-4-chlorobutaneHCID 110362233-Benzyloxymethyl-5-methyluridine

生成物 1

HCID 23568302HCID 23568302、化合物収率 41%

実験手順

A solution of 3-benzyloxymethyl-5-methyluridine (25.9 g, 68 mmol) was treated with NaH (60% oil, 7.9 g, 200 mmol) for 1 hr at room temp. 1-Bromo-4-chlorobutane (19.7 g, 115 mmol) was added slowly and the reaction stirred at room temp. for 16 hrs. The reaction was then quenched (MeOH), concentrated in vacuo and the residue chromatographed on silica gel CHCl3/MeOH 95/5 to give the title compound in 41% yield. 1H NMR (DMSO-d6) δ 5.87 (d, 1H, C1′H).

後処理

  1. customThe reaction was then quenched (MeOH)
  2. concentrationconcentrated in vacuo
  3. customthe residue chromatographed on silica gel CHCl3/MeOH 95/5

出典と根拠

ORDレコード
ord-2146565f51b14380b6ac1ae484262eaa
出典データセット
uspto-grants-2006_05
特許番号
US07037646B1

反応ノート

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