Lactic acid amides

Kametani and co-workers have applied their preparation of quinazolines from sulphinamide anhydrides cf. Vol. 8, p. 83) to the synthesis of the alkaloids glycorine (33 R = Me, R = H), glomerine (33 R = R = Me), and homo-glomerine (33 R = Me, R = Et). The reaction of the sulphinamide anhydride derived from anthranilic acid with O-benzyl-lactic acid amide furnished the quinazolinone [34 R = CH(OBz)Me], which was converted into the alkaloid crysogine [34 R = CH(OH)Me] by acid hydrolysis. 

CAS 5422-34-4 EINECS/ELINCS 226-546-1 Synonyms N-2-Hydroxyethyllactamide 2-Hydroxy-N-(2-hydroxyethyl) propanamide Lactic acid monoethanolamide Monoethanolamine lactic acid amide Definition Mixture of ethanolamides of lactic acid Empirical C5H11NO3 Formula CH3COHHCONHCH2CH2OH Properties M.w. 133.17 nonionic Toxicology LD50 (subcut., rat) 24 g/kg, (IP, mouse) 16,300 mg/kg mutagen TSCA listed Uses Antistat in cosmetics surfactant, thickener, foam booster/stabilizer for personal care and industrial applies. conditioner, clarifier, detangling agent for shampoos and cream rinses humectant, lubricant in creams... 

Synonyms N-2-Fiydroxyethyllactamide 2-Fiydroxy-N-(2-hydroxyethyl) propanamide Lactic acid monoethanolamide Lactonyl ethanol amine Lactoyl ethanola-mine Monoethanoiamine lactic acid amide Definition Mixture of ethanolamides of lactic acid Ionic Nature Nonionic Empirical CjFI NOj Formula CH3COHHCONHCH2CH2OH... 

Trade Names Monestriol GE Monestriol GP-35 Monestriol GP-35-3% Monestriol GP-35-AE Monestriol GP-35-E Monestriol GP-40 Monestriol GP-40-CF Monestriol GP42 Monestriol GP-42-E Monestriol GP-45-DC Monestriol GP-58 Monestriol GP-60 Monestriol GP-60-L Monestriol GP-AS Monododecylamine. See Lauramine Monododecyl sodium sulfate. See Sodium lauryl sulfate 1,2-Monoepoxybutane. See 1,2-Epoxybutane Monoerucin. See Glyceryl erucate Monoethanolamine. See Ethanolamine Monoethanolamine behenic acid amide. See Behenamide MEA Monoethanolamine lactic acid amide. See Lactamide MEA Monoethanolamine lauric acid amide. See Lauramide MEA Monoethanolamine lauryl ether sulfate. See MEA-laureth sulfate Monoethanolamine lauryl sulfate. See MEA-lauryl sulfate Monoethanolamine oleic acid amide. See Oleamide MEA Monoethanolamine palm kernel oil acid amide. See Palm kemelamide MEA Monoethanolamine palm oil acid amide. See Palmamide MEA Monoethanolamine peanut acid amide. See Peanutamide MEA Monoethanolamine ricinoleic acid amide. See Ricinoleamide MEA Monoethanolamine stearic acid amide. See Stearamide MEA Monoethanolamine tallow acid amide. See Tallowamide MEA Monoethanolethylenediamine. See Aminoethylethanolamine Monoethylamine. See Ethylamine Monoethylene glycol. See Ethylene glycol... 

A mixture of 100 g of 5,5-dimethylacridan, 20 g of pulyerized sodium amide and 6.5 g of 1 -chloro-3-dimethylaminopropane in 50 ml of xylene is heated at reflux with stirring for one hour. To the cooled reaction mixture is added one yolume of water. The organic layer is separated and extracted several times with diluted lactic acid. The acidic extracts are combined, washed with ether and neutralized by alkali. The crude 10-(3 -dimethylaminopropvl)-5,5-dimethylacridan is isolated by ether extraction and purified by distillation in a high vacuum. The yield is 6,4 g BP 170°-1 B0°C/0.005 mm. n = 1.5990. 

See also PBT degradation structure and properties of, 44-46 synthesis of, 106, 191 Polycaprolactam (PCA), 530, 541 Poly(e-caprolactone) (CAPA, PCL), 28, 42, 86. See also PCL degradation OH-terminated, 98-99 Polycaprolactones, 213 Poly(carbo[dimethyl]silane)s, 450, 451 Polycarbonate glycols, 207 Polycarbonate-polysulfone block copolymer, 360 Polycarbonates, 213 chemical structure of, 5 Polycarbosilanes, 450-456 Poly(chlorocarbosilanes), 454 Polycondensations, 57, 100 Poly(l,4-cyclohexylenedimethylene terephthalate) (PCT), 25 Polydimethyl siloxanes, 4 Poly(dioxanone) (PDO), 27 Poly (4,4 -dipheny lpheny lpho sphine oxide) (PAPO), 347 Polydispersity, 57 Polydispersity index, 444 Poly(D-lactic acid) (PDLA), 41 Poly(DL-lactic acid) (PDLLA), 42 Polyester amides, 18 Polyester-based networks, 58-60 Polyester carbonates, 18 Polyester-ether block copolymers, 20 Polyester-ethers, 26... 

Listowsky and coworkers showed that the c.d. of this sugar derivative is due entirely to lactic acid, and confirmed that this chromophore is in the D configuration for muramic acid. N-Acetylmuramic acid, in which the amino group is replaced by an amido group at C-2, has a c.d. spectrum that is roughly a linear combination of the lactic acid in muramic acid and the amide in 2-acetamido-2-deoxy-D-glucose. This indicates that the amide chromophore and the lactic acid chromophore in N-acetylmuramic acid behave independently. 

Cyclohexanone Decaline Diethylether Dimethylform amide Dioctylphthalate Dioctylsebacate Ethanol Formic acid Formic acid Fruit juice Hydrochloric acid Hydrochloric acid Hydrochloric acid Lactic acid Linseed oil Liquid paraffin Methanol... 

D-lactic or D-glyceric acid. The dextrorotation of the three phenyl-hydrazides and of the amide of lactic acid leads to the same conclusion... 

Lactamide has been prepared by the action of gaseous ammonia on ethyl lactate 3 and from lactic anhydride 4 and gaseous ammonia. It has been made also by the action of ammonia gas on lactide.5 The amide was obtained in excellent yields by treatment of the acetone condensation product of lactic acid with ammonia.6 Amides have been prepared by the reaction of liquid ammonia with esters at temperatures varying from — 330 to... 

Another product of the photolysis of formamide in the presence of acetone is the amide of methyl lactic acid, which can be formed by the following process (31),... 

Amides of (S)-lactic acid have been used as chiral auxiliaries in the dynamic kinetic resolution of racemic ibuprofen (Scheme 23.9).56 The therapeutically effective (S)-isomer 33 was obtained in 80% yield, with complete recovery of the pyrrolidine-derived (S)-lactamide auxiliary 34. 

An alternative employs classical resolution using lactic acid as the source of asymmetry. Amide formation from (S)-O-acetyllactic acid and 13 gave a separable mixture of 14 [14, 15]. The lactanilides could be eliminated or reduced [16] to remove the stereogenic centre to give optically active analogues of 9 and 11. Nonetheless, a serious problem with the effective use of anilides as auxiliaries is their recovery in enantiomerically pure form. 

The catalytic hydrogenation of the benzoylformic acid amides of optically active amino acid esters was carried out. When the (5)-amino acid ester was used, the resulting mandelic acid had the (R)-con-figuration. When pyruvic acid amides of optically active benzylic amines were hydrogenated over palladium, optically active lactic acid was obtained in relatively high enantiomeric excess (ee 60%). The... 

Valinomycin is a depsipeptide which contains ester linkages as well as amide linkages. The antibiotic is made up of d- and L-valine, L-lactic acid, and D-hydroxyisovaleric acid. When incorporated info an artificial membrane bathed in a K+-containing medium, valinomycin increases the conductance greatly and when it is added to a suspension of Streptococcus faecalis cells the high ratio of [K+]j / [K ] falls rapidly. The loss of K+ from cells probably explains fhe antibiotic activify. However, under suitable conditions, with a high external [K ], the bacteria will continue to grow and reproduce in the presence of the antibiotic. ... 

Valinomycin is a cyclic structure containing three molecules of L-valine, three molecules of D-valine, three molecules of L-lactic acid, and three molecules of D-hydroxyisovalerate. These four components are linked in an ordered fashion such that there is an alternating sequence of ester and amide Unking bonds around the cyclic structure. This is achieved by the presence of a lactic or hydroxyvaleric acid unit between each of the six vahne units. Further ordering can be observed by noting that the L and D portions of valine alternate around the cycle, as do the lactate and hydroxyisovalerate units. 

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