反応 #220296

ord-b840640a941c43a098c2c7aeb4126f6d

反応方程式

Nc1ncnc2nc[nH]c12
Adenine
Nc1ncnc2c1ncn2CCOCP(=O)(O)O
PMEA
Nc1ncnc2nc[nH]c12
adenine
O=C1OCCO1
ethylene carbonate
CC(C)[O-].CC(C)[O-].[Mg+2]
Magnesium Isopropoxide
Nc1ncnc2c1ncn2CCO
9-(2-hydroxyethyl)adenine
収率 90.0%

反応条件

温度
130°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The reaction was cooled to below 50° C.
  2. 2
    温度The slurry was further cooled to 5° C. for 2 hours
  3. 3
    ろ過filtered
  4. 4
    洗浄rinsed with toluene (2×)
  5. 5
    その他The wet solid was dried in vacuo at 65° C.

実験手順

Adenine to PMEA using Magnesium Isopropoxide. To a suspension of adenine (16.8 g, 0.124 mol) in DMF (41.9 ml) was added ethylene carbonate (12.1 g, 0.137 mol) and sodium hydroxide (.100 g, 0.0025 mol). The mixture was heated at 130° C. overnight. The reaction was cooled to below 50° C. and toluene (62.1 ml) was added. The slurry was further cooled to 5° C. for 2 hours, filtered, and rinsed with toluene (2×). The wet solid was dried in vacuo at 65° C. to yield 20.0 g (90%) of 9-(2-hydroxyethyl)adenine as an off-white solid. Mp: 238-240° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07390791B2uspto-grants-2008_06