Acetophenone 3-bromo-4-methoxy

Acetophenone, 3-bromo-, 40,7 Acetophenone, 4 -methoxy-2-(/>-methoxyphenyl)-, 40,16 30-Acetoxy-S-androstene-1 7/9-car-boxylic acid, 42, 4 3/9-AcetOxyetienic acid, 42, 4 3/9-Acetoxy-5-pregnen-20-one, conversion to 3/3-acetoxyetienic acid, 42, 5... 

COCH3 - Obtained by treatment of 2,4-dihydroxy-6-methoxy-acetophenone with aceto-(Ac)4-P-D-G1c-0 OCH3 bromo-a-D-glucose,... 

Obtained by reaction of dimethyl sulfate with 3-bromo-2-hydroxy-5-methoxy-acetophenone in the presence of potassium carbonate in refluxing acetone for 24 h (82%) [4112],... 

Obtained by reaction of 4-bromo-2-methyl-2-butene with 2,6-dihy-droxy-4-methoxy-acetophenone in the presence of potassium hydroxide in methanol at 20° for 40 h (19%) [4337]. H NMR [4337], IR [4337], UV [4337]. 

Preparation by reaction of aluminium bromide on 2-hydroxy-5-methoxy-a-bromo-acetophenone in carbon disulfide at r.t. (87%) [4440]. 

Preparation from 4-hydroxy-3-methoxy-a-bromo-acetophenone by the oxidative procedure using chloramine T and sodium iodide in DMF, DMSO or acetonitrile [4463,4464]. 

Preparation by heating 2-hydroxy-4-methoxy-a-bromo-acetophenone with concentrated aqueous potassium iodide solution [4485]. 

Obtained by treatment of a-bromo-4-methoxy-3-nitro-acetophenone with hexamethylenetetramine in chloroform at r.t. for 1 h [5971]. 

Obtained by adding successively DBU, then after 10 min, a-bromo-2-methoxy-4-methyl-acetophenone in THF to an acetic acid/THF mixture and stirring at r.t. for 2.5 h (76%) [6052]. 

Acetophenone, methyl-/7-tolyl ketone p-chloroacetophenone, /7-bromoaceto-phenone, methyl -anisyl ketone, 2,4-di-methoxyacetophenone,2-methyl-4-metho-xyacetophenone, 5-methyl-2-methoxyace-tophenone, acetocumene, 2,5-trimethyl-acetophenone, 0-, m-, p-hydroxyaceto-phenone, 2,4-dihydroxyacetophenone, 3-methoxy-4-hydroxyacetophenone, o-nitroacetophenone, m-nitroacetopheno-ne, /7-nitroacetophenone, o-, m-, /7-ami-noacetophenone, 2-aceto-l -naphthoxy-acetic acid, 2-aceto-4-bromo-l-naphtho-xyacetic acid... 

Cassimjee et al. reported [22] that a variant engineered aminotransferase at TrpOOCys from Chromohacterium violaceum showed a 29-fold increase on spedfidty for synthesis of (S)-phenylethylamine and about fivefold on spedfidty for 4 -substituted acetophenones, where the groups at 4 position were bromo, chloro, hydroxy, methoxy, nitro, methyl, and cyano. The amine donor was isopropylamine. The reaction schemes are shown in Figure 7.5. 

The use of these reagents in the synthesis of enantiomeiicaUy enriched labeled derivatives is illustrated by the following examples. CBS reduction of 3 -bromo- and 3 -methoxy[carbonyl- " C]acetophenones (33) with BH3 THF in the presence of 0.3 equivalents of iy>-30b furnished (/ )-carbinols 34 in chemical yields of 75% and e.e.s of 97%. Subsequent Mitsunobu reaction with hydrazoic acid and reduction of the resulting... 

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