O-(Trimethylsilyl)hydroxylamine → 2-(4-Hydroxyamino-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol

HRID 1865784

反応式

HRID 1865784 の反応式
Cl[C:2]1[C:3]2[C:10]([C:11]3[O:15][CH:14]=[N:13][CH:12]=3)=[CH:9][N:8]([CH:16]3[C:20]([CH3:22])([OH:21])[CH:19]([OH:23])[CH:18]([CH2:24][OH:25])[O:17]3)[C:4]=2[N:5]=[CH:6][N:7]=1.C[Si](C)(C)[O:28][NH2:29]>C(O)C>[OH:28][NH:29][C:2]1[C:3]2[C:10]([C:11]3[O:15][CH:14]=[N:13][CH:12]=3)=[CH:9][N:8]([CH:16]3[C:20]([CH3:22])([OH:21])[CH:19]([OH:23])[CH:18]([CH2:24][OH:25])[O:17]3)[C:4]=2[N:5]=[CH:6][N:7]=1

参加物

4

反応物 2

HCID 2734666O-(Trimethylsilyl)hydroxylamineHCID 866235892-(4-Chloro-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol

生成物 1

HCID 725629862-(4-Hydroxyamino-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The compound from Step 2 is suspended in dry ethanol and O-trimethylsilyl hydroxylamine (10 eq.) is added. The mixture is refluxed for 2 h, evaporated and the crude mixture purified by RP HPLC on a Phenominex column (250×20 mm) using a gradient of acetonitrile in water from 0 to 30% over 30 minutes at 10 mL/minute to yield the title compound.

後処理

  1. temperatureThe mixture is refluxed for 2 h
  2. customevaporated
  3. customthe crude mixture purified by RP HPLC on a Phenominex column (250×20 mm)
  4. customover 30 minutes

出典と根拠

ORDレコード
ord-28fee7e1fe8b4b78b387dc09018cb1db
出典データセット
uspto-grants-2009_12
特許番号
US07629320B2

関連ノート

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