Reaction #577207

ord-70bad609c34645088cccda689bde1c76

Reaction equation

O=CCCOc1ccccc1
3-phenoxypropanal
CCOC(=O)CBr
ethyl bromoacetate
O=C(O)CC(O)CCOc1ccccc1
3-hydroxy-5-phenoxy valeric acid

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwere synthesized

Procedure

Magnetic microcapsules 21 were obtained in the same manner as in Example 15 except that the purified enzyme solution (1) in Example 15 was replaced by the crude enzyme solution (3) and (R)-3-hydroxybutyryl CoA was replaced by (R,S)-3-hydroxy-5-phenoxyvaleryl CoA (prepared by hydrolyzing 3-hydroxy-5-phenoxy valerate obtained through a Reformatsky reaction with zinc using 3-phenoxypropanal and ethyl bromoacetate as raw materials, which were synthesized according to a procedure described in J. Org. Chem., 55, 1490-1492, 1990, to produce 3-hydroxy-5-phenoxy valeric acid and then following a procedure described in Eur. J. Biochem., 250, 432-439, 1997). The drug content in the microcapsules is shown in Table 4.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07527809B2uspto-grants-2009_05