2-Propenoic acid , esters

As a Source of Other Chiral Building Blocks. The reagent is readily elaborated into several other key chiral building blocks, most notably the corresponding protected glycerol, (45 )-2,2-dim-ethyl-l,3-dioxolane-4-methanol (1), obtained by sodium boro-hydride reduction on aqueous solutions of the reagent. The 3-[(45)-2,2-dimethyl-l,3-dioxolan-4-yl]-2-propenoic acid esters 2, mentioned previously, have also found significant use in synthesis. ... 

Ciba Speciality Chemicals [102] suggest (co)polymers of 2-propenoic acid esters as aldehyde-reducing additives, especially poly(glycidyl methacrylate). 

The quinine derived thiourea 12 was found to be the most efficient catalyst, in terms of conversion and enantioselectivity, in the Michael-Michael cascade process between tra y-3-(2-mercaptoaryl)-2-propenoic acid esters and /ra 5-nitroalkenes [39]. The thiochromanes, containing three new stereocenters, were obtained with excellent enantio- and diastereoselectivity irrespective of the electronic namre and substitution pattern of the aromatic ring in the nitroalkene and in the thiol. Although the first sulfa-Michael step of the process was poorly enantioselective, it was also reversible, so that the enantiomeric mixture of the adducts underwent an efficient dynamic kinetic resolution due to a retro-Michael-Michael-Michael sequence (Scheme 14.10). 

CAS 106-90-1 EINECS/ELINCS 203-440-3 Synonyms Acrylic acid, 2,3-epoxypropyl ester 2,3-Epoxy-1-propanol acrylate 2,3-Epoxypropyl acrylate 2,3-Epoxypropyl ester acrylic acid Glycidyl propenate 2-Propenoic acid, oxiranylmethyl ester Classification Propenoic acid ester Empirical CsHsOs Formula H CiCHCOOCH CHCH O... 

The electrochemical reaction of organoboranes in the presence of propenoic acid esters has been reported to be a convenient synthesis of carboxylic esters while with acetone, trialkylboranes react electrochemically to yield dioxaboro-lanes (6) and dioxaborinanes (7) [reaction (3)]. The first direct synthesis of carboxylic acids from organoboranes has been published and involved the reaction of trialkylboranes and the dianion of phenoxyacetic acid in THF [reaction (4)]. ... 

Butyl acrylate (2-propenoic acid butyl ester)... 

Phenyl-2-propenoic acid [621 -82-9] commonly referred to as cinnamic acid, is a white crystalline soHd having a low intensity sweet, honeylike aroma. It has been identified as a principal constituent in the botanical exudates from Styrax IJquidamber orientalis) Benzoin Styrax ben in Pern Balsam [Myroxylon pereirae and Tolu Balsam (]Ayro>ylon balsamum) (4,5). In these, as well as numerous other natural products, it exists both as the free acid and in the form of one or more of its esters, as for example, methyl cinnamate, ben2yl cinnamate [103 1 -3] and cinnamyl cinnamate. 

So-called pure acryUc latexes are employed for maximum durabiUty as required, for example, in high performance exterior latex paints. On the other hand, interior flat wall latex paints do not need the high resistance to exterior exposure and hydrolysis. The most widely used latexes for this appHcation are vinyl acetate copolymer latexes such as vinyl acetate/butyl acrylate (2-propenoic acid butyl ester) [141-32-2] copolymers having just sufficient... 

ETHYL (E) -3-NITRO ACRYLATE [2-Propenoic acid, 3-nitro-, ethyl ester, (E)-3... 

Propenoic acid, 2-methyl-3-phenyl-, butyl ester and Benzonitrile, 4-[(lE)-2-... 

As shown in scheme 1, (S)-amide 2 (ref. 4) obtained from ethyl ester of (S)-proline, chiral auxiliary and 2-substituted-2-propenoic acids 1 are bromolactonized with N-bromosuccinimide (NBS)-DMF, followed by hydrolysis with 6N-HC1 to afford (S)-4. The results are summarized in Table 1. 

C 2HijF,N202 90357-51-0) see Bicalutamide 4 -cyano-3 -trifIuoromethylmethacrylanilide (CijHijFjNjO 90357-53-2) see Bicalutamide Af-[4-cyano-2-(trifluoromethyl)phenyl]acetamide (C (,H7F,N20 175277-96-0) see Mabuterol /V-(4-cyano-3-trifluoromethylphenyl)-3-(fluorophenyl-sulfanyl)-2-hydroxy-2-methylpropionamide (C,hH,4F4N202S 90356-78-8) see Bicalutamide 2-cyano-3-(3,4,5-trimethoxyphenyl)-2-propenoic acid ethyl ester... 

C24H33FO4 1251-27-0) see Fluocortolone 2-fluoro-3-hydroxy-2-propenoic acid ethyl ester (C5H7FO3 185692-96-0) see Fluorouracil... 

Ci,H 20 122-97-4) see Fomocaine Phenprobamate 3-phenyl-2-propenoic acid (C,jHh02 621-82-9) see Docetaxel [2alf-(2aa,4p,4aP,6 3,9a,lla,12a,12aa,12ba)]-3-phenyl-2-propenoic acid 12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a, 5,6,9,10,ll,12,12a,12b-dodecahydro-ll-hydroxy-4a,8, 13,13-tetramethyl-S-oxo-4,6-bis[[(2,2,2-trichloroethoxy)-carbonyl]oxy]-7,ll-niethano-l/f-cyclodeca[3,4]benz[l,2-A] oxet-9-yl ester... 

PROPENOIC ACID, 3-NITRO-, ETHYL ESTER, (E)- [5941-50-4], 56,65 2-PROPEN-l-OL, 55,1 2-BROMO-3,3-DIPHENYL-, ACETATE [14310-15-71,56, 32... 

Triethylamine (8) Ethanamine, N,N-diethyl- (9) (121-44-8) Methyl acrylate Acrylic acid, methyl ester (8) 2-Propenoic acid, methyl ester (9) (96-33-3)... 

Lipases are the enzymes for which a number of examples of a promiscuous activity have been reported. Thus, in addition to their original activity comprising hydrolysis of lipids and, generally, catalysis of the hydrolysis or formation of carboxylic esters [107], lipases have been found to catalyze not only the carbon-nitrogen bond hydrolysis/formation (in this case, acting as proteases) but also the carbon-carbon bond-forming reactions. The first example of a lipase-catalyzed Michael addition to 2-(trifluoromethyl)propenoic acid was described as early as in 1986 [108]. Michael addition of secondary amines to acrylonitrile is up to 100-fold faster in the presence of various preparations of the hpase from Candida antariica (CAL-B) than in the absence of a biocatalyst (Scheme 5.20) [109]. 

Ruthenium complexes of (129) and (130)336 were investigated for the asymmetric hydrogenation of prochiral 2-R-propenoic acids (Scheme 62a) rhodium complexes of these ligands were used for hydrogenation of acetoamido-cinnamic acid methyl ester (Scheme 62c) and hydrogenation of acetophenone-benzylamine (Scheme 62b). The results obtained with these... 

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