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Pyridine → HCID 21729362、化合物

HRID 2105887
ノート
印刷プレビュー

反応式

HRID 2105887 の反応式
N1C=CC=CC=1.[CH3:7][O:8][C:9]1[CH:47]=[CH:46][C:12]([C:13]([O:28][CH2:29][C@H:30]2[O:34][C@@H:33]([N:35]3[CH:42]=[C:41]([CH3:43])[C:39](=[O:40])[NH:38][C:36]3=[O:37])[C@H:32]([OH:44])[C@@H:31]2[OH:45])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:11][CH:10]=1.[Si:48](Cl)([C:51]([CH3:54])([CH3:53])[CH3:52])([CH3:50])[CH3:49]>C1COCC1.[N+]([O-])([O-])=O.[Ag+]>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([C:13]([O:28][CH2:29][C@H:30]2[O:34][C@@H:33]([N:35]3[CH:42]=[C:41]([CH3:43])[C:39](=[O:40])[NH:38][C:36]3=[O:37])[C@H:32]([O:44][Si:48]([C:51]([CH3:54])([CH3:53])[CH3:52])([CH3:50])[CH3:49])[C@@H:31]2[OH:45])([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:12]2[CH:46]=[CH:47][C:9]([O:8][CH3:7])=[CH:10][CH:11]=2)=[CH:15][CH:16]=1
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 3

HCID 1049PyridineHCID 28928tert-Butyldimethylsilyl chlorideHCID 100555545'-O-[Bis(4-methoxyphenyl)phenylmethyl]-5-methyluridine

生成物 1

HCID 21729362HCID 21729362、化合物収率 84.8%

試薬・触媒・溶媒 2

HCID 24470Silver Nitrate触媒
HCID 8028
Tetrahydrofuran
溶媒
2 回

実験手順

Anhydrous pyridine (9.9 mL) was added to a solution of 5′-O-(4,4′-dimethoxitrityl)-5-methyluridine (6.9 g) and AgNO3 (2.51 g) in dry THF (123 mL) and stirred at room temperature for 20 min under an argon atmosphere. Followed by addition of tert-butyldimethylsilyl chloride (2.51 g) in dry THF (6 mL) and stirred at the same temperature for 2-3 h. The solids were filtered off and the filtrate was concentrated to a crude residue which was applied to a column of silica gel eluted with hexane-ethyl acetate (3:1) to give a pure title compound (7.04 g) as an amorphous solid.

後処理

  1. stirringstirred at the same temperature for 2-3 h
  2. filtrationThe solids were filtered off
  3. concentrationthe filtrate was concentrated to a crude residue which
  4. washeluted with hexane-ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-7f748b55db344c31988e6a3d0d1d28b1
出典データセット
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07579451B2

反応ノート

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