6 -methyl-morpholine-2,5-dione

S, 6R, S)-isopropyl-6-methyl-morpholine-2,5-dione Porcine pancreatic lipase (10 wt%), M = 6900, PD = 1.16 by GPC against polystyrene standard. Reaction time 72 hours, conversion 9% at 120 °C. [62]... 

The oxidation of alcohols to carbonyl compounds has been studied by several authors and a variety of methods have been used. Papers concerned vith such oxidations are illustrated (Scheme 3.26). Good results have been obtained using pyridinium chlor-ochromate (PCC) adsorbed onto silica gel for the selective oxidation of unsaturated substrates e.g. terpene [135] and furanyl derivatives [136]. Steroidal homoallylic alcohols can be converted to the corresponding 4-ene-3,6-diones using tetrapropylammo-nium per-ruthenate (TPAP) in catalytic amounts [137]. In this case, the oxidising agent is N-methyl morpholine N-oxide (NMO). 

Z. Pang, et al.. Controllable ring-opening copolymerization of L-lactide and (3S)-benzyloxymethyl-(6S)-methyl-morpholine-2,5-dione initiated by a biogenic compound creatinine acetate. J. Polym. Sci. A Polym. Chem. 50 (2012) 4004-4009, doi 10.1002/ pola.26196. 

The enzymatic ROP of six-membered cyclic depsipeptides 3(S)-isopropyl-morpholine-2,5-dione, 3(R)-isopropyl-morpholine-2,5-dione, 3(R,S)-isopropyl-morpholine-2,5-dione, (3S, 6R, S)-3-isopropyl-morpholine-2,5-dione, 3(S)-isobutyl-morpholine-2,5-dione, 3(S)-sec-butyl-morpholine-2,5-dione, 6(S)-methyl-morpholine-2,5-dione and 6(R,S)-methyl-morpholine-2,5-dione has been reported [60]. 

Samyn C, van Beylen M (1988), Polydepsipeptides ring-opening polymerization of 3-methyl-morpholine-2,5-dione, 3,6-dimethyl-morpholine-2,5-dione and copolymerization thereof with D,L-Lactide , Macromol. Chem. Macromol. Symp., 19, 225-234. 

Yonozawa N, Toda F, Hasegawa M (1985), Synthesis of polydepsipeptides ringopening polymerization of 6-isopropylmorpholine-2,5-dione and 6-isopropyl-4-methyl-morpholine-2,5-dione , Macromol. Rapid Commun., 6 (9), 607-611. 

This cydic initiator allows controlled polymerization, and is used to prepare a variety of polymeric architectures ranging from block copolymers to polymeric networks. The ROP of D,L-3-methyl-2,5-morpholmedione and 2,5-morpholine-dione with DSDOP at an monomer-to-initiator (M/I) ratio of 1000 at 130°C for 16 h gives somewhat higher polymer yields and molecular weights as compared to stannous octanoate. However, it has been found that frill control over the molecular weight via the M/I molar ratio is not possible. In addition, no reaction is observed when the polymerization is conducted with this initiator in solution... 

Dibenz[h,e]azepine-6,11-diones ent-Morphinan nomenclature, 1, 29 Morphinan, 1,2,3,4-tetrahydro-nomenclature, 1, 29 14-a-Morphinan, N-methyl-synthesis, 1, 480 Morphinans nomenclature, 1, 29 as pharmaceuticals, 1, 148 synthesis, 2, 377 Morphine, 2, 512 as analgesic, 1, 167 as metabolite of normorphine, 1, 235 as pharmaceutical, 1, 146, 147, 148 synthesis, 1, 480 Morphine alkaloids structure, 4, 534 Morphin-7-en nomenclature, 1, 29 Morphinone, dihydro-as pharmaceutical, 1, 147 Morpholine — see also 1,4-Oxazine, tetrahydrocarcinogenicity, 1, 229 corrosion inhibitor, 1, 409 metabolism, 1, 226 nomenclature, 3, 996 structure, 2, 5 synthesis, 2, 89 Morpholine, 4-aciyloyl-polymers, 1, 291 Morpholine, alkenyl-polymers, 1, 291... 

Methyl-5-phenyl-pyrazol-l-yl)-benzoic Acid (27). A mixture of 4-hydrazino-benzoic acid hydrochloride (113 mg, 0.6 mmol) and morpholine-based resin (3) in MeOH (2 ml) was treated with 1-phenyl-butane-1,3-dione (81.5 mg, 0.5 mmol) and shaken for 2.5 h. The MeOH was allowed to evaporate under a stream of N2. DCM (4 ml) was then added to the reaction mixture followed by the addition of isocyanate resin (15) (350 mg). The resulting reaction mixture was shaken for 16 h at which time additional amounts of isocyanate resin (15) (120 mg) were added. The mixture was shaken for 4 h followed by filtration. The filtered resin was washed with DCM (2 x 1.5 ml). Upon concentration of the organic filtrate, clean product was obtained. MS 278.11 (M + 1). 

Morpholine-2,5-dione and its substituted analogue, 6-methylmorpholine-2,5-dione, appeared to undergo copolymerisation with lactide in the presence of the zinc oxide catalyst. The copolymers obtained were characterised by an increased content of a-hydroxyacid units. The copolymerisability of the unsubstituted monomer was comparable with that of lactide. However, the N-methylated monomer was much less susceptible than the unsubstituted one to copolymerisation with lactide [178],... 

The stereochemical course of the annulation process has been determined by reaction of acryloyl chloride with the morpholine enamine of 4-f-butyl-2-methylcyclohexanone. The bicyclic dione was obtained in 76% yield as a 4 1 mixture of two isomers (Scheme 150). X-ray analysis of the main isomer showed that reaction had occurred by axial attack from the same side as the C-2 methyl group. In order for regeneration of the enamine system to occur under conditions of stereoelectronic control, the intermediate ketene-iminium salt presumably adopts a twist conformation. Cyclization of the ketene... 

One of the first works applying this approach was Kimura s synthesis of carboxylic acid-functionalized PHAs (mainly PGA) using the functional glycolide (benzyloxy-carbonyl)methyl-l,4-dioxane-2,5-dione [37]. Since then, this regime has been successfully extended to functionalized lactides offering a way of introducing (protected) functional groups such as protected amine, alcohol, and carboxylic acid [38]. In a similar fashion, Feijen has reported on the synthesis of morpholine-2,5-dione derivatives... 

To a suspension of 13.33 g 5-(morpholin-4-ylsulfonyl)-lH-indole-2,3-dione (45 mmol) in 100 mL H2O, was added 20 g KOH under a nitrogen atmosphere. Then 14.62 g methyl acetoacetate (126 mmoL) was added, and the reaction mixture was stirred for 12 h. The mixture was cooled to 0°C, then 40 mL cone. HCI was slowly added. The resulting precipitate was filtered off, washed with water, and dried in vacuo at 70°C to give 60% 2-methyl-6-(morpholine-4-sulfonyl)-3,4-quinolinedicarboxylic acid. 

Lou et al reviewed a variety of poly(ester amide)s synthesized from morpholine-2,5-dione derivatives. Their copolymerization with LA was extensively investigated. Langer investigated the copolymerization of LA and 3-[A-(carbonylbenzoxy)-L-lysyl]-6-L-methyl-2,5-morpholinedione. And the degradability of these copolymers was enhanced regardless the deprotection of lysine residue. Feng et have reported on the enzyme-catalysed... 

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