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Methylhydrazine → HCID 10088675, 화합물

HRID 1708099
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HRID 1708099 반응식
[CH2:1]([O:3][P:4](/[CH:9]=[CH:10]\[CH2:11][CH2:12][O:13][N:14]1[CH:22]=[N:21][C:20]2[C:15]1=[N:16][CH:17]=[N:18][C:19]=2[N:23]1C(=O)C2=CC=CC=C2C1=O)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].CNN>C(O)C>[CH2:7]([O:6][P:4](/[CH:9]=[CH:10]\[CH2:11][CH2:12][O:13][N:14]1[CH:22]=[N:21][C:20]2[C:15]1=[N:16][CH:17]=[N:18][C:19]=2[NH2:23])([O:3][CH2:1][CH3:2])=[O:5])[CH3:8]
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참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 11754512(Z)-9-[4-(diethoxyphosphoryl)but-3-enyloxy]-6-phthalimidopurine

생성물 1

HCID 10088675HCID 10088675, 화합물수율 80%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of (Z)-9-[4-(diethoxyphosphoryl)but-3-enyloxy]-6-phthalimidopurine (305 mg, 647 mmol) and methylhydrazine (31.3 mg, 679 μmol) in ethanol (7 ml) was stirred at room temperature for 1.5 hr. The solvent was removed and the residue was purified by column chromatography on silica gel eluting with dichloromethane-methanol (19:1, 9:1) to afford (Z)-9-[4-(diethoxyphosphoryl)but-3-enyloxy]adenine as a colourless gum (177 mg, 80%); λmax (EtOH) 260 (13,045) nm; υmax (KBr) 3320, 3175, 2980, 1645, 1595, 1325, 1295 and 1240 cm-1 ; δH [(CD3)2SO] 1.22 (6H, t, J 7 Hz, CH3), 2.95 (2H, m, CH2), 3.97 (4H, pseudo qu, J 7 Hz, CH2CH3), 4.46 (2H, t, CH2O ), 5.85 (1H, dd, J 14 Hz and 20 Hz, PCH=CH), 6.65 (1H, ddt, J 7 Hz, 14 Hz and 52Hz, PCH=CH), 7.38 (2H, br.s, NH2), 8.15 (1H, s, H-2/H-8), 8.41 (1H, s, H-2/H-8) (Found: C, 45.30; H, 5.92; N, 20.17%; M+ 341.1253. C13H20N5O4P. 0.3H2O requires C, 45.03; H, 5.96; N, 20.20%; M+ 341.1253).

후처리

  1. customThe solvent was removed
  2. customthe residue was purified by column chromatography on silica gel eluting with dichloromethane-methanol (19:1, 9:1)

출처 및 근거

ORD 기록
ord-b91ce1321602413caaf58ee4ec4887f8
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05356886

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