Sodium hydride → HCID 23568302, 화합물

HRID 1822624노트

반응식

HRID 1822624 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

HCID 23568302HCID 23568302, 화합물수율 41%

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-2146565f51b14380b6ac1ae484262eaa
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037646B1

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