Реакция #2507808

ord-6c796b22380d430f9aa6ebf2c8623820

Уравнение реакции

CCCCC1=C(Br)/C(=C/Br)OC1=O
(5Z)-4-bromo-5-(bromomethylene)-3-butyl-2(5H)-furanone
CCCCC1=CC(=C(Br)Br)OC1=O
3-butyl-5-(dibromomethylene)-2-(5H)-furanone
O=C1C=CC(=C(Br)Br)O1
5-(dibromomethylene)-2(5H)-furanone

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеmay be obtained from natural sources
  2. 2
    Другоеchemically synthesized
  3. 3
    Другоеpurified from seaweed (e.g.
  4. 4
    ДругоеAlternatively, (5Z)-4-bromo-5-(bromomethylene)-3-butyl-2(5H)-furanone, 3-butyl-5-(dibromomethylene)-2-(5H)-furanone, 5-(bromomethylene)-2-(5H)-furanone, 4-bromo-5-(bromomethylene)-2(5H)-furanone, and/or 5-(dibromomethylene)-2(5H)-furanone may be chemically synthesized

Методика

The furanones to be used in accordance with the present invention may be obtained from natural sources or chemically synthesized. For example, (5Z)-4-bromo-5-(bromomethylene)-3-butyl-2(5H)-furanone and 3-butyl-5-(dibromomethylene)-2-(5H)-furanone may be extracted and purified from seaweed (e.g., the marine algae Delisea pulchra) as previously described (see, e.g., de Nys et al. Tetrahedron 1993; 49:11213-11220). Alternatively, (5Z)-4-bromo-5-(bromomethylene)-3-butyl-2(5H)-furanone, 3-butyl-5-(dibromomethylene)-2-(5H)-furanone, 5-(bromomethylene)-2-(5H)-furanone, 4-bromo-5-(bromomethylene)-2(5H)-furanone, and/or 5-(dibromomethylene)-2(5H)-furanone may be chemically synthesized as previously described (see, e.g.: Beechan and Sims. Tetrahedron Letters 1979; 19:1649-1652; Manny et al. Tetrahedron. 1997; 53:15813-15826; and Ren, Sims and Wood. Let. Appl. Microbiol. 2002; 34-293-299).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07955596B2uspto-grants-2011_06