Benzyl bromoacetate

C7H7Br 100-39-0) see Fosinopril Latanoprost Monobenzone Orlistat Pirbuterol Saquinavir benzyl bromoacetate... 

Benzyl bromoacetate, 4 358t physical properties of, 4 350t Benzyl chloride, 6 323-337 25 184 analysis, 6 330... 

Phosphitylation of inositol 3,4,5,6-tetra-O-benzyl myo-inositol by diben-zyl-iV,Ar-diisopropylphosphoroamidite gave the corresponding bis-diben-zylphosphite (step a). After 12 h at 80 °C the Arbuzov-Michaelis reaction with the excess of benzyl bromoacetate at 80 °C gave after 12 h the fully protected bis-l,2-diphosphonate (step b), which was totally deprotected by catalytic hydrogenolysis to give the desired product (step c). 

The tricyclic 76 was obtained from an intramolecular Wittig reaction <98H2287>. The tricyclic 78 was obtained by reaction of 77 with benzyl bromoacetate in the presence of base followed by intramolecular Michael reaction <99T3427>. 

Benzyl bromoacetate [5437-45-6] M 229.1, b 96-98°/0.1mm, 146°/12mm, 166-170°/22mm, 1.444, n2D5 1.5412. Dilute with Et20, wash with 10% aqueous NaHCO, H2O, dry (MgS04) and fractionate using a Fenske column. [JCS 1521 1956]. LACHRYMATORY... 

This procedure was improved 123 for the synthesis of building units based on amino acids other than Gly, but with nonfunctionalized side chains (Table 6). To suppress the 3-elim-ination and racemization side reactions, triflates of a-hydroxycarboxylic acid esters 124 34 (L = OTf, Scheme 19) were used as substrates for the nucleophilic substitution. In order to prevent polyalkylation, the nucleophilic amine of to-BocNH- or co-tBu02C-alkylamines 33 were temporarily protected with the benzyl group. 115116 This protection also improved the yields and purity of Gly-based building units. In this case commercially available benzyl bromoacetate 34 (L=Br) was used as the substrate. In both cases the nucleophilic sub-... 

Benzyl bromoacetate Sodium 2-[(2,6-dichlorphenyl)amino]phenylacetate Palladium on carbon Hydrogen... 

Triethylamine Trimethylsilyl chloride Sodium iodide Palladium on carbon L-Cinchonidine Benzyl bromoacetate (trans)-4-Cyclohexyl-L-proline, hydrochloride... 

For 1 hour CO2 was introduced into a suspension of Ce2C03 (22.8 g) and l-t-butoxycarbonyl-2-methyl-l-propylhydrazine (6.55 g) dissolved in 140 ml DMF. Thereafter, benzyl bromoacetate (8.02 g) was added drop wise, CO2 introduction continued for an additional 45 minutes, and the mixture stirred overnight. The mixture was poured into 300 ml semi-saturated NaCl solution, extracted 3 times with 150 ml EtOAc, dried, and concentrated. The mixture was purified by chromatography using silica gel with cyclohexane/EtOAc, 5 1, and the product isolated in 67% yield. H-NMR data supplied. 

Treatment of 147 with LiAlH4 allowed reduction of the amide as well as deprotection of the secondary amine leaving the tertiary methoxyamine intact [76]. The A-methyl group was then protected as a Cbz derivative and the methoxy group of the pyrrolidine removed by treatment with Zn [77]. After alkylation with benzyl bromoacetate, amino... 

Reaction of suitably substituted phosphonium ylides with (/ )- or (5)-di-0-benzoyltartaric acid, followed by recrystallization, provides a simple route to optically pure phosphonium salts. Betaines (86) are obtained by treatment of methylenetrimethylphosphorane with dialkyl(fluoren-9-yl)chlorosilane, possibly via the silafulvene (85). However, a similar reaction of the sterically hindered isopropylidenephosphorane allows isolation of the phosphonium salt (84, R2 = Me). 1-Bromobenzyloxycarbonylmethylenetriphenylphosphorane (87) is reported to undergo decomposition on reaction with ethanol to give benzyl bromoacetate. The mechanism suggested is one of several possibilities but insufficient details are given for any conclusions to be drawn. 

Acetic acid benzyl ester. See Benzyl acetate Acetic acid, bromo-, benzyl ester. See Benzyl bromoacetate... 

Bromoacetic acid, benzyl ester. See Benzyl bromoacetate... 

Benzyl bromoacetate C9H9CIO3 MCPA C9H9CI2NO Propanil C9H9HgNa02S Thimerosal C9H9N Skatole... 

Benzyl bromoacetate acts as an electrophilic active compound due to its electron attracting power (electronegativity) the bromo atom may be substituted nucleophilically, i.e. by nucleophilic active components of the microbe cell. 

On hydrolytic cleavage of the ester group benzyl alcohol (1.4.) is liberated, an membrane active microbicide. These properties equip benzyl bromoacetate with a broad spectrum of activity which covers bacteria, yeasts and fungi. It may be used as a preservative for the in-can protection of water based functional fluids, e.g. paints. However, due to its properties- irritant, moderate stability-the microbicide has been applied to a limited extent only. 

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