5-Amino-1-benzoylamino

Durch Diazotierung desNatrium-Salzes von l-(4-Amino-benzoylamino)-3,6-disulfo-8-hy-droxy- bzw. l-(4-Amino-benzolsulfonylamino)-3,6-disulfo-8-hydroxy-naphthalin entste-hen durch intramolekulare Kupplung cyclische Bis- und Tris-azo-Verbindungen4 ... 

Amino-benzoylamino)- -dimethylester 419 2- f 4-( 2,2-Diath oxy-athylamino)- benzoylamino]- ... 

Amino-6-(4-methyl-benzoylamino)- 681 6-Amino- -nitril 579 2-Brom- -athylester 396 2-Chlor- -isopropylester 548 2-Chlor-2-methyl- -isopropylester 548 2,2-Dicblor- -isopropylester 548... 

CN (S)-4-[[2-(benzoylamino)-3-(4-hydroxyphenyl)-l-oxopropyl]amino]benzoic acid... 

CjpHujNO, 128289-78-1) see Moexipril [6R-[6a,7p(lf )]]-7-[[5-(benzoylamino)-6-(diphenyl-methoxy)-l,6-dioxohexyl]amino]-3-(chloromethyl)-8-oxo-5-thia-l-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (C47H42CIN3O7S) see Cefixime [6fi-[6a,7P(R )]]-7-[[5-(benzoyIamino)-6-(diphenyl-methoxy)-l,6-dioxohexyl]amino]-3 -ethenyl-8-oxo-5-thia-... 

These amino acids were initially synthesized by asymmetric aminomethylation of optically pure (R)- and (S)-N-Acyl-4-phenyhnethyl)oxazolidin-2-ones 52 through TiCVenolates (Evans methodology [135]) with (benzoylamino)methylchloride or benzyl N-(methoxymethyl)carbamate [66, 97-99, 104]. Hydrolytic removal of the auxiliary yielded the N-protected (benzoyl or Z) amino acid 54. Deprotection afforded the free amino acid which was converted to the required Boc- or Fmoc-pro-tected derivatives (Scheme 2.7). 

R=Me or COOEt) failed.2-Amino-4-phosphonobutanoic acid, the phosphonic acid analogue of glutamic acid, has been obtained in resolved forms by the action of papain, followed by aniline, on 2-benzoylamino-4-(diethoxyphosphinyl)butanoic acid when anilide occurs preferentially for the L- compound. Enantiomers of 4-amino-4-phosphonobutanoic acid were obtained by resolution... 

The treatment of (2-benzoylamino-5-iodobenzoyl-amino)acetic acid ethyl ester 88 with hydrazine hydrate for 4h yielded hydrazine derivative 2-benzoylamino-iV-hydrazinocarbonylmethyl benzamide 89, which on refluxing with sodium acetate and acetic acid for 8 h resulted in the formation of 6-iodo-10-phenyl-3//-3,4,9,10a-tetra-azaphenanthren-2-one 90 <2000IJH59> (Scheme 5). 

Both 3-amino-N-ethylcarbazole and l,4-diethoxy-2-amino-5-benzoylamino-benzene are suitable aromatic amines. Chloranil may also be replaced by 2,5-di-chloro-3,6-bisacetylamino-l,4-benzoquinone to react with appropriately substituted o-alkoxyanilines. 

Ih this latter process an a/3-unsaturated a-benzoylamino-acid is formed and is converted into the a-amino-acid by hydrogenation and subsequent removal of the benzoyl group by hydrolysis. 

The ring-opening reactions of l,3-oxazin-6-ones with nucleophiles or electrophiles both result in / -amino acid derivatives. Methanolysis of 2-phenyl-4,5-dihydro-l,3-oxazin-6-one 206 under very mild conditions gave methyl 3-(benzoylamino)propionate 207 (Equation 19) <20030L1575>. 

Similarly, reaction of 2-dimethylaminomethylene-3-oxoalkanoates or 2-di-methylaminomethylene-1,3-cyclohexanediones with 2-phenyl-5(4/7)-oxazolone 146, generated in situ from hippuric acid, affords 6-substituted 3-(benzoyl-amino)-2-oxo-2//-pyran-5-carboxylates 204 and 3-(benzoylamino)-7,8-dihydro-2//-l-benzopyran-2,5(6//)-diones 206, respectively. These compounds showed strong local anesthetic activity (Scheme 7.62). ... 

Amino-l-methyl-benzimidazol wird von Benzoylchlorid erstaunlicherweise am endocycli-schen N-Atom angegriffen. Man erhalt zu 90-93% 2-Amino-l-benzoyl-3-methyl-benzimidazo-lium-chlorid. Erst beim Erwarmen mit Basen lagert es sich in 2-Benzoylamino-l-methyl-benz-imidazol um554 ... 

Analog reagiert 4-Amino-3-phenyl-furazan mit Chrom(VI)-oxid in Eisessig (Bis-[4-phenyl-furazan-3-yl -diazen)265 3-Benzoylamino-4-amino-furazan laBt sich mit Brom/Natronlauge zur Azo-Verbindung (Bis-[4-benzoylamino-furazan-3-yl]-diazen) umsetzen263. 

Condensation of benzaldehyde with 2-amino-3-cyano- or -ethoxycar-bonylpyrazolo [ 1,5-a]pyridines gave the corresponding 2-benzylideno derivatives.66 A benzoylamino compound (265) was converted to the urea derivative 266.232... 

A different route to pyrones is the preparative electrochemical oxidation of enamines in acetonitrile in the presence of tetraethylammonium perchlorate (88MI2) (Scheme 46). The synthesis of 2-pyrone derivatives has been carried out by reaction of /3-dicarbonyl compounds with methyl-a-benzoylamino-/3-dimethylaminoacrylate (96JHC751). Thiapyran derivatives can be obtained by interaction of enamines based on (/3-amino-a-cyanoacryloylmethyl)pyridinium chloride derivatives with carbon disulfide (95M711).The synthesis of pyridine derivatives based on analogous enamines has been described as well (95M711). 

The 8-oxo-7-phenylacetylamino-5-thia-l-aza-bicyclo[4.2.0]oct-l-ene-2-carboxylic acid benzhydryl ester is reacted with phosphorus pentachloride/pyridine reagent in methylene dichloride, and the reaction mixture is thereafter cooled to -35°C and treated with methanol to produce hydrochloride of 7-amino-8-oxo-5-thia-l-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester. This hydrochloride is reacted with 4-(3-aminothiophen-2-yl)-5-oxohex-3-enoic acid 3-methylbut-2-enyl ester. Then 7-[2-(2-benzoylamino-thiazol-5-yl)(3-tert-butyl-4,4-dimethylpent-2-enoxycarbonyl)-pent-2-enoylamino]-8-oxo-5-thia-l-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid synthesized is reacted with aluminum chloride in anisole and diluted hydrochloric acid and then with dimethylmalonate to give 5-thia-l-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-2-(2-amino-4-thiazolyl)-4-carboxy-l-oxo-2-butenyl)amino)-8-oxo-, (6R,7R)- (Ceftibuten). 

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