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

반응식

HRID 1865784 반응식
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

참가 물질

4

반응물 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

생성물 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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-28fee7e1fe8b4b78b387dc09018cb1db
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07629320B2

연결된 노트

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