Category: 65090-78-0

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《dl-Serine》. Authors are Carter, Herbert E.; West, Harold D..The article about the compound:2-Bromo-3-methoxypropanoic acidcas:65090-78-0,SMILESS:O=C(O)C(Br)COC).HPLC of Formula: 65090-78-0. Through the article, more information about this compound (cas:65090-78-0) is conveyed.

Me acrylate (450 g. of a 60% solution in MeOH) is treated with 180 g. MeOH and 960 g. Hg(OAc)2 and allowed to stand 3 days at room temperature; it is cooled in an ice bath and treated with 360 g. KBr in 1200 cc. H2O; the CHCl3 extract is warmed to 50° and treated in direct sunlight with 450 g. Br, giving a crude yield of 480-510 g. of Me α-bromo-β-methoxypropionate; this is transformed into the free acid with 5 N NaOH which is heated with concentrated NH4OH at 90-100° for 10-15 hrs. This gives 30-40% of dl-serine based on the Hg(OAc)2 used. The solubility of dl-serine in H2O is 50 g. per 1. at 25°, 200 g. at 80° and approx. 30 g. at 5-10°.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 65090-78-0, is researched, Molecular C4H7BrO3, about Study on by-products in N-benzyl-2-bromo-3-methoxypropionamide by mixed anhydride methods, the main research direction is byproduct benzyl bromo methoxypropionamide mixed anhydride.Reference of 2-Bromo-3-methoxypropanoic acid.

N-Benzyl-2-bromo-3-methoxypropionamide was synthesized from 2-bromo-3-methoxypropionic acid by mixed anhydride methods. The main impurities were separated and analyzed. Furthermore, the mechanism of the production of the main impurities was discussed. The mol. structures of impurities were confirmed by 1 H NMR, 13C NMR, IR.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Bromo-3-methoxypropanoic acid(SMILESS: O=C(O)C(Br)COC,cas:65090-78-0) is researched.Quality Control of 5-Methylfuran-2(3H)-one. The article 《New and alternate synthesis of lacosamide with chemoenzymatic method》 in relation to this compound, is published in Journal of Chemical and Pharmaceutical Research. Let’s take a look at the latest research on this compound (cas:65090-78-0).

Lacosamide [(R)-2-acetamido-N-benzyl-3-methoxy propionamide] 5 is a novel antiepileptic drug. Lacosamide was prepared by a chem. method with enzymic resolution of racemic lacosamide. Herein is reported an expedient four-steps enantioselective synthesis of lacosamide 5 beginning with Me 2,3-dibromo propionate 1. A new resolution process catalyzed by Novozyme 435. The products were obtained in very good yields and in a state of high purity. All the newly synthesized compounds (2-5) were characterized by their spectral (IR, 1H NMR, C13 NMR and MS) data.

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Pyrimidine – Wikipedia

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called β-Amino acids. IV. β-Methionine and β-ethionine, published in 1954, which mentions a compound: 65090-78-0, Name is 2-Bromo-3-methoxypropanoic acid, Molecular C4H7BrO3, Category: pyrimidines.

cf. C.A. 49, 2317d. HO2CCHAcCH2CO2Et and NaH gave the Na salt, which with ClCH2SMe yielded EtO2CAc(CH2SMe)CH2CO2Et (I), b3 153° (2,4-dinitrophenylhydrazone, m. 92-3°). Refluxed 10 hrs. with 18% HCl I gave AcCH(CH2SMe)CH2CO2H, isolated as the Et ester (II), b3 123° (2,4-dinitrophenylhydrazone, m. 62-3°), as well as AcC(:CH2)CH2CO2H (2,4-dinitrophenylhydrazone, m. 210°), and 3-acetyl-γ-butyrolactone (2,4-dinitrophenylhydrazone, m. 193°). I refluxed with HCl only 4 hrs. gave mono-Et 2-acetyl-2-(methylthiomethyl)succinate, b0.001 115-17° (2,4-dinitrophenylhydrazone, m. 169-70°). I was saponified with Ba(OH)2 to HO2CCH(CH2SMe)CH2CO2H, m. 114-15°. II and HN3 in the presence of HCl gave β-methionine (III), m. 197-8° (picrolonate, m. 190-2°; 3,5-dinitrobenzoyl derivative, m. 200°). MeSCH2CH:CHCO2H, m. 58.5°, obtained from MeSCH2CHO and CH2(CO2H)2 (IV), gave III with NH3 in a sealed tube at 150-60°. EtSNa, obtained from EtSH with Na, and bromoacetal gave EtSCH2CH(OEt)2, converted by HCl to the aldehyde, b14 45-6°, which with IV gave EtSCH2CH:CHCO2H, which with NH3 in a sealed tube yielded β-ethionine (V), m. 198° (picrolonate, m. 180-3°). III and V do not react with aqueous ninhydrin, but give a blue color with it in 95% BuOH-5% 2N HOAc.

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Gurunadham, G.; Madhusudhan, Raju R. published the article 《New and alternate synthesis of lacosamide with chemoenzymatic method》. Keywords: enzymic resolution racemic lacosamide; lacosamide enantiopure preparation.They researched the compound: 2-Bromo-3-methoxypropanoic acid( cas:65090-78-0 ).Formula: C4H7BrO3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:65090-78-0) here.

Lacosamide [(R)-2-acetamido-N-benzyl-3-methoxy propionamide] 5 is a novel antiepileptic drug. Lacosamide was prepared by a chem. method with enzymic resolution of racemic lacosamide. Herein is reported an expedient four-steps enantioselective synthesis of lacosamide 5 beginning with Me 2,3-dibromo propionate 1. A new resolution process catalyzed by Novozyme 435. The products were obtained in very good yields and in a state of high purity. All the newly synthesized compounds (2-5) were characterized by their spectral (IR, 1H NMR, C13 NMR and MS) data.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gurunadham, G.; Madhusudhan, Raju R. published the article 《New and alternate synthesis of lacosamide with chemoenzymatic method》. Keywords: enzymic resolution racemic lacosamide; lacosamide enantiopure preparation.They researched the compound: 2-Bromo-3-methoxypropanoic acid( cas:65090-78-0 ).Formula: C4H7BrO3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:65090-78-0) here.

Lacosamide [(R)-2-acetamido-N-benzyl-3-methoxy propionamide] 5 is a novel antiepileptic drug. Lacosamide was prepared by a chem. method with enzymic resolution of racemic lacosamide. Herein is reported an expedient four-steps enantioselective synthesis of lacosamide 5 beginning with Me 2,3-dibromo propionate 1. A new resolution process catalyzed by Novozyme 435. The products were obtained in very good yields and in a state of high purity. All the newly synthesized compounds (2-5) were characterized by their spectral (IR, 1H NMR, C13 NMR and MS) data.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A convenient and exclusive methoxybromination of alkenes, published in 1976-02-29, which mentions a compound: 65090-78-0, Name is 2-Bromo-3-methoxypropanoic acid, Molecular C4H7BrO3, Electric Literature of C4H7BrO3.

Alkenes R1CR2:CR3R4 (e.g., R1 = Ph, p-tolyl, H; R2 = H, Me; R3 = HCO2Me; R4 = CO2Me, H) were methoxybrominated with Br in MeOH in the presence of AgNO3, Pb(NO3)2 or yellow Pb oxide (which one depended on the nature of the alkene). Cyclohexene was methoxyiodinated similarly in the presence of AgNO3. Electrophilic addition of the elements of MeOBr was general. The trans and stereospecific nature was established by studying dehydrobromination of methoxybromoadducts under E2 elimination conditions.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of hydroxyamino acids and N-methyl derivatives. III. Synthesis of DL-serine and N-methylserine》. Authors are Izumiya, Nobuo.The article about the compound:2-Bromo-3-methoxypropanoic acidcas:65090-78-0,SMILESS:O=C(O)C(Br)COC).Synthetic Route of C4H7BrO3. Through the article, more information about this compound (cas:65090-78-0) is conveyed.

cf. C.A. 45, 4656e. Exptl. procedures for the synthesis of DL-serine and N-methylserine from CH2:CHCO2H (I) are described. I (14.4 g.) added to 14 g. Hg(OAc)2 in 300 cc. of MeOH, and gave after 2 days 54 g. α-acetoxymercuri-β-methoxypropionic acid, m. 200-4°; to this in 200 cc. water and 36 g. KBr, in direct sunlight, was added dropwise 32 g. Br and 36 g. KBr in 60 cc. water; extraction of the mixture with ether after addition of 33 cc. 48% HBr gave 37 g. crude α-bromo-β-methoxypropionic acid (II), b4 92-5°. Aqueous NH3 with 37 g. II gave the α-amino acid (III), decompose 233-4°, in 34% yield (based on I); Cu salt, C8H16O6N2Cu, scarcely soluble in water; phenylurea, MeOCH2CH(NHCONHPh)CO2H, m. 171-2°; N-(p-tolylsulfonyl) derivative (IV), m. 139-41°. Serine was obtained by boiling crude III with 48% HBr (yield 41%, based on I). Heating IV with MeI and 2 N NaOH 1 hr. in a sealed tube at 70° gave β-methoxy-α-[methyl(p-tolylsulfonyl)amino]propionic acid (V), C12H17O5NS, m. 92°. Heating crude 3.7 g. II and 35% 9 cc. MeNH2 4 hrs. in a sealed tube at 100° gave 0.74 g. β-methoxy- α-(methylamino)propionic acid (VI), m. 233° (decomposition); picrolonate, C15H19O8N5, m. 120-1° (decomposition); Cu salt, C10H20O6N2Cu.3H2O, m. 234° (decomposition). The crude product from II and MeNH2 gave with 48% HBr N-methylserine, m. 203-4° (decomposition), 30% yield (based on I); picrolonate, C14H17O8N5, m. 130-4° (decomposition); Cu salt, C8H16O6N2Cu, m. 197-8° (decomposition). VI was also obtained by hydrolysis of V with concentrated HCl.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Nippon Kagaku Kaishi (1921-47) called Synthesis of hydroxyamino acids and N-methyl derivatives. III. Synthesis of DL-serine and N-methylserine, Author is Izumiya, Nobuo, which mentions a compound: 65090-78-0, SMILESS is O=C(O)C(Br)COC, Molecular C4H7BrO3, Application of 65090-78-0.

cf. C.A. 45, 4656e. Exptl. procedures for the synthesis of DL-serine and N-methylserine from CH2:CHCO2H (I) are described. I (14.4 g.) added to 14 g. Hg(OAc)2 in 300 cc. of MeOH, and gave after 2 days 54 g. α-acetoxymercuri-β-methoxypropionic acid, m. 200-4°; to this in 200 cc. water and 36 g. KBr, in direct sunlight, was added dropwise 32 g. Br and 36 g. KBr in 60 cc. water; extraction of the mixture with ether after addition of 33 cc. 48% HBr gave 37 g. crude α-bromo-β-methoxypropionic acid (II), b4 92-5°. Aqueous NH3 with 37 g. II gave the α-amino acid (III), decompose 233-4°, in 34% yield (based on I); Cu salt, C8H16O6N2Cu, scarcely soluble in water; phenylurea, MeOCH2CH(NHCONHPh)CO2H, m. 171-2°; N-(p-tolylsulfonyl) derivative (IV), m. 139-41°. Serine was obtained by boiling crude III with 48% HBr (yield 41%, based on I). Heating IV with MeI and 2 N NaOH 1 hr. in a sealed tube at 70° gave β-methoxy-α-[methyl(p-tolylsulfonyl)amino]propionic acid (V), C12H17O5NS, m. 92°. Heating crude 3.7 g. II and 35% 9 cc. MeNH2 4 hrs. in a sealed tube at 100° gave 0.74 g. β-methoxy- α-(methylamino)propionic acid (VI), m. 233° (decomposition); picrolonate, C15H19O8N5, m. 120-1° (decomposition); Cu salt, C10H20O6N2Cu.3H2O, m. 234° (decomposition). The crude product from II and MeNH2 gave with 48% HBr N-methylserine, m. 203-4° (decomposition), 30% yield (based on I); picrolonate, C14H17O8N5, m. 130-4° (decomposition); Cu salt, C8H16O6N2Cu, m. 197-8° (decomposition). VI was also obtained by hydrolysis of V with concentrated HCl.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 65090-78-0, is researched, Molecular C4H7BrO3, about A convenient and exclusive methoxybromination of alkenes, the main research direction is methoxybromination alkene; methoxyiodination alkene; alkene methoxybromination methoxyiodination; bromination methoxy alkene; iodination methoxy cyclohexene.Application of 65090-78-0.

Alkenes R1CR2:CR3R4 (e.g., R1 = Ph, p-tolyl, H; R2 = H, Me; R3 = HCO2Me; R4 = CO2Me, H) were methoxybrominated with Br in MeOH in the presence of AgNO3, Pb(NO3)2 or yellow Pb oxide (which one depended on the nature of the alkene). Cyclohexene was methoxyiodinated similarly in the presence of AgNO3. Electrophilic addition of the elements of MeOBr was general. The trans and stereospecific nature was established by studying dehydrobromination of methoxybromoadducts under E2 elimination conditions.

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