Glycine N-benzoylation

Hippuric acid Glycine, N-benzoyl- Maleic anhydride 2,5-Furandione... 

Glycin N-Benzoyl-2-(2-thienyl)-El6d, 523 (—OH - -Ar) Oxaziridin 2-Benzolsulfonyl-3-phenyl- E13/2, 1363/E14a, 546 (C,N-Epoxygenierung)... 

Glycin N-Benzoyl-a-chlor- -butyl-ester E14a/3, 292 (OH - Cl)... 

A few typical medicinal compounds that are prepared hy the aforesaid henzoylation methods shall he discussed explicitely in the sections that follow, namely Benzoyl Glycine N-Benzoyl- 3-Alanine Flavone Benzoyl Peroxide Benzyl henzoate. 

Glycine, N-(2-aminoethyl)-N-(2-hydroxyethyl)-, N-tallow acyl derivs., monosodium salts. See Sodium tallowamphoacetate Glycine, N-benzoyl-. See Hippuric acid Glycine betaine. See Betaine Glycine betaine hydrochloride. See Betaine hydrochloride... 

N-Benzoyl L-leucylglyclne ethyl ester (3). N-Benzoy-L-leucine 1 (0.235 g, 1 mmol) and glycine ethyl ester hydrochloride 2 (0 1534 g, 1.1 mmol) in OMF (10 mL) under stirring vyas treated with diethylphosphoryl cyanide 3 (0.179 g, 1.1 mmol) In OMF at 0°C, followed by the addition of triethylamine (0.212 g, 2 1 mmoO. The mixture was stirred for 30 min at 0°C and 4 h at 20 C The reaction mixture was diluted with PhH-EtOAc, washed with 5% HCI, water, 5% NaHCOs solution and bnne. Evaporation of the solvent gave crude 4 which after sIDca gel chromatography afforded 0.271 g of 4 (66%) (pure L), mp 1S8-160°C. 

In addition to the hydroxamates there are other low molecular weight species produced by protista which chelate iron. In general, these chelators contain the 2,3-dihydroxybenzoyl moiety, such as 2,3-dihydroxy-N-benzoyl-Z,-serine, 2,3-dihydroxy-N-benzoylthreonine, 2,3-dihydroxy-N-benzoyl-glycine, and enterochelin (84). 

Die diastereoselektive Alkylierung des Dianions von N-Benzoyl-glycin-[(S)-2-meth-oxymethyl-pyrrolidid] (IV R3 = H) bzw. -( —)-menthylester (V R3 = H) gelingt in Abhan-... 

Die Substitution des Brom-Atoms in N-Benzoyl-a-brom-glycin-methylester ist auch unter Radikalbedingungen moglich4,5. Die Reaktion mit 2-funktionalisierten Allylstannanen in Gegenwart von Azo-bis-isobutyronitril (AIBN) fiihrt zu Derivaten von y,<5-ungesat-tigten a-Amino-carbonsauren ... 

N H5C20 HsCfi-COOH 20° H C6 - CO - NH - CH2 - COOC2H5 N-Benzoyl-glycin-ethylester 72 — 1... 

Figure 17.19 Rates of hydrolysis of two families of esters by a hydrolase, chymotrypsin. The esters of N-acetyl-L-phenylalanine exhibit very similar rates because the process in each case is limited by the same enzyme deacylation reaction (Zerner et al., 1964). The esters of N-benzoyl glycine exhibit rates varying by more than a factor of 3 because their hydrolyses are mostly limited by the initial enzyme acylation step (Epand and Wilson, 1963).

Beckmann rearrangement of, 729,741 p-Benzoquinone, 745 Benzoylacetone, 865 o-Benzoylbenzoic acid, 728, 739 Benzoyl chloride, 791, 792 Benzoyl glycine, 584 Benzoyl peroxide, 807 determination of, 809 Benzoyl piperidine, 489, 492 P-Benzoylpropionic acid, 728, 737 P-Benzoylpropionitrfle, 911, 912 Benzoyl-p-toluidide, 582, 583 Benzyl acetate, 780, 783 Benzylacetophenone, 726, 734 Benzyl alcohol, 706,711, 811,812,884 N-Benzylamid es 394 table of, 395 ... 

Verbindungen dieses Typs sind auch durch Cyclisierung geeigneter N-Acyl-aminosauren zuganglich. So liefem N-Isonicotinoyl-C-phenylgly-cin 177> und das Azlacton des N-Benzoyl-C-pyridyl-(4)-glycins 173) mit Acetanhydrid die (N-Acetyl-1.4-dihydro-pyridinyliden)-oxazolinone 19 und 20. 

Chemical Name Glycine, N-(2-((2-benzoyl-4-chlorophenyl)amino)-2-oxoethyl)-N-(carboxymethyl)... 

Hohe Ausbcutcn an 1,3-Thiazolen werden mit Lawesson-Reagenz654-677 bzw. 2,4-Bis-jme-thylthio]-l,3,2,4-dithiaphosphetan-2,4-bis-sulfid (Davy-Reagenz)655 als Schwefelungsrea-genz fur N-Benzoyl-glycin-Derivate und a-Acylamino-ketone erreicht. 

Enantiomerically pure dipeptide is obtained when the 4-nitrophenyl ester of N-benzoyl-L-leucine is coupled with ethyl glycinate in ethyl acetate. If, however, the leucine ester is treated with 1-methylpiperidine in chloroform for 30 min prior to coupling, the dipeptide in nearly completely racemized. Treatment of the leucine ester with 1-methylpiperidine leads to formation of a crystalline material of composition C13H15NO2, which has strong IR bands at 1832 and 1664 cm Explain how racemization occurs and suggest a reasonable structure for the crystalline material. 

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