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Phosphate → HCID 67822659、化合物

HRID 1492466
ノート
印刷プレビュー

反応式

HRID 1492466 の反応式
[H-].[Li+].[NH2:3][C:4]1[N:12]=[C:11]2[C:7]([NH:8][CH:9]=[N:10]2)=[C:6]([O:13][CH2:14][CH2:15][O:16][CH3:17])[N:5]=1.CS(O[C@H:23]1[CH2:27][CH2:26][C@H:25]([CH2:28][O:29][Si:30]([C:43]([CH3:46])([CH3:45])[CH3:44])([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C@H:24]1[CH2:47][O:48][Si:49]([C:62]([CH3:65])([CH3:64])[CH3:63])([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)(=O)=O.P([O-])([O-])([O-])=O>CN(C=O)C.CO>[NH2:3][C:4]1[N:12]=[C:11]2[C:7]([N:8]=[CH:9][N:10]2[C@@H:23]2[CH2:27][CH2:26][C@H:25]([CH2:28][O:29][Si:30]([C:43]([CH3:45])([CH3:44])[CH3:46])([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C@H:24]2[CH2:47][O:48][Si:49]([C:62]([CH3:65])([CH3:64])[CH3:63])([C:50]2[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=2)[C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=2)=[C:6]([O:13][CH2:14][CH2:15][O:16][CH3:17])[N:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1061PhosphateHCID 62714Lithium hydrideHCID 135468096-(2-Methoxyethoxy)-7H-purin-2-amineHCID 88444072HCID 88444072、化合物

生成物 1

HCID 67822659HCID 67822659、化合物収率 29%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

In an atmosphere of argon gas, lithium hydride (8.4 mg, 1.06 mmoles) was added to a suspension of 2-amino-6-(2-methoxyethoxy)purine (221 mg, 1.06 mmoles) in DMF (7 ml). After stirring the mixture for one hour, (1S,2S,3S)-2,3-bis(t-butyldiphenylsilyloxymethyl)-1-cyclopentyl methanesulfonate (370 mg, 0.53 mmole) was added, and the resulting mixture was stirred at 140° C. for one hour. After cooling the mixture, 0.2M phosphate buffer (pH 7) was added, and the product formed was extracted with ethyl acetate. The extract solution was washed with water, washed with saturated aqueous solution of sodium chloride and dried on anhydrous sodium sulfate, and then the solvent was distilled off. The residue was purified by silica gel column chromatography (methylene chloride:methanol=50:1, v/v) to obtain 2-amino-9-[(1R,2R,3S)-2,3-bis(t-butyldiphenylsilyloxymethyl)-1-cyclopentyl]-6-(2-methoxyethoxy)purine (124 mg, Yield 29%).

後処理

  1. stirringthe resulting mixture was stirred at 140° C. for one hour
  2. additionwas added
  3. customthe product formed
  4. extractionwas extracted with ethyl acetate
  5. washThe extract solution was washed with water
  6. washwashed with saturated aqueous solution of sodium chloride
  7. dry with materialdried on anhydrous sodium sulfate
  8. distillationthe solvent was distilled off
  9. customThe residue was purified by silica gel column chromatography (methylene chloride

出典と根拠

ORDレコード
ord-7312be4a5cab47549547ad4fc88cc255
出典データセット
uspto-grants-1994_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05374625

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート