Method for producing 4-borono-l-phenylalanine and intermediate thereof
AssigneeStella Pharma Corporation
InventorsYusuke MURATA, Yoichiro OHTA, Hiroshi TAKENAKA, Kensuke SUZUKI
Life of this patent
Estimating the term…
Abstract
A method for producing 4-borono-L-phenylalanine and its intermediates is provided. The method is for producing a substituted phenyl compound represented by formula (II) from a substituted phenyl compound represented by formula (I). The method comprises a first step in which the compound represented by formula (I) reacts with a linear or branched C1-C10 alkylmagnesium halide in the presence of a metal halide; and a second step in which a boronic acid ester or boronic acid amide reacts with the compound obtained in said first step. The method also can comprise a step of deprotecting the compound of formula (II) obtained in the second step.
Claims9
A method for producing a compound of formula (II) from a compound of formula (I):
- wherein, in formulas (I) and (II),
- X represents Cl, F, Br or I,
- R1 represents NR11R12, R11 represents H or a protecting group for an amino group, and R12 represents a protecting group for an amino group,
- R2 represents COOR21, and R21 represents H, or a linear or branched C1-C10 alkyl group or a benzyl group,
- R3 represents H or COOR31, and R31 represents a linear or branched C1-C10 alkyl group or a benzyl group, and
- R4 represents any of boronic acid (B(OH)2), a boronic acid ester, or a boronic acid amide,
- the method comprising:
- a first step of reacting the compound of formula (I) with a linear or branched C1-C10 alkylmagnesium halide in the presence of a metal halide;
- and
- a second step of reacting the compound obtained in the first step and a boric acid ester or a boric acid amide.
Dependencies are inferred from the claim text.