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Ammonium Hydroxide → 4'-Cyanothymidine

HRID 1613143
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HRID 1613143 반응식
[C:1]([C@:3]1([CH2:18][O:19]C(=O)C)[O:7][C@@H:6]([N:8]2[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][C@@H:4]1[OH:17])#[N:2].[NH4+].[OH-]>CO>[C:1]([C@:3]1([CH2:18][OH:19])[O:7][C@@H:6]([N:8]2[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][C@@H:4]1[OH:17])#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 18650256HCID 18650256, 화합물

생성물 1

HCID 4522774'-Cyanothymidine수율 40.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 4'-cyano-5'-O-acetylthymidine (0.85 g, 2.76 mM) and NH4OH (15 ml) in CH3OH (15 ml) was stirred at 24° C. for 2 hours. The solvent was removed by evaporation under pump vacuum. The residue was purified by flash chromatography on silica gel eluting with (7% CH3OH/CH2Cl2) and by preparative chromatography TLC affording 4'-cyanothymidine (300 mg, 1.12 mM). mp 238.5° C. to 242.5° C.

후처리

  1. customThe solvent was removed by evaporation under pump vacuum
  2. customThe residue was purified by flash chromatography on silica gel eluting with (7% CH3OH/CH2Cl2) and by preparative chromatography TLC

출처 및 근거

ORD 기록
ord-82fc5a100fed4039b7430421385ad4e1
출처 데이터셋
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05192749

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