반응 #220296

ord-b840640a941c43a098c2c7aeb4126f6d

반응 방정식

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
수율 90.0%

반응 조건

온도
130°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction was cooled to below 50° C.
  2. 2
    온도The slurry was further cooled to 5° C. for 2 hours
  3. 3
    여과filtered
  4. 4
    세척rinsed with toluene (2×)
  5. 5
    기타The wet solid was dried in vacuo at 65° C.

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07390791B2uspto-grants-2008_06