20575-38-6

Usage

InChI:InChI=1/C5H11NO3/c1-4(7)5(2,3)6(8)9/h4,7H,1-3H3

Upstream product

• 105-57-7 diethyl acetal 
• 79-46-9 2-nitropropane 
• 75-07-0 acetaldehyde 
• 595-49-3 2,2-dinitropropane 

Downstream Products

• 13325-14-9 3-amino-3-methylbutan-2-ol 
• 13292-96-1 3-methyl-3-nitrobutan-2-one 
• 63829-52-7 C₁₃H₁₉NO₃ 
• 63985-74-0 C₁₂H₁₆N₂O₄ 
• 21031-16-3 2,2,3-Trimethyl-aziridin 
• 79-46-9 2-nitropropane 
• 75-07-0 acetaldehyde 

Relevant academic research and scientific papers

Synthesis and Reactivity of Captodative Diradical Oligomers Incorporating the 3,5,5-Trimethyl-2-oxomorpholin-3-yl (TM-3) Unit

The synthesis and reactivity of macrocyclic oligomers of diradicals incorporating the 3,5,5-trimethyl -2-oxomorpholin-3-yl radical stabilizing unit are described, oligomers (8 and 9) of dl-6,6'-bi(3,5,5-trimethyl-2-oxomorpholin-3-yl) (7) and dl-1,3-propanediyl-6,6'-bis(3,5,5-trimethyl-2-oxomorpholin-3-yl) (10), respectively.The diradicals differ by zero and trimethylene bridges connecting oxomorpholinyl radicals at the 6-position.The oligomers of 7 are predominantly mixtures of stereoisomeric trimers and the oligomers of 10 are predominantly mixtures of stereoisomeric pentamers.The oligomers were formed by photoreduction in 2-propanol of the corresponding bisoxazinones, dl-6,6'-bi(5,6-dihydro-3,5,5-trimethyl-2-oxo-1,4-oxazinyl) (11) and dl-1,3-propanediyl-6,6'-bis (5,6-dihydro-3,5,5-trimethyl-2-oxo-1,4-oxazinyl) (12), prepared from diamino diols and pyruvoyl chloride.Warm degassed solutions of the oligomers showed doublet EPR signals characteristic of the 3,5,5-trimethyl-2-oxomorpholin-3-yl unit indicating that the macrocycles undergo ring opening via bond homolysis.The oligomers are oxidatively cleaved by molecular oxygen, N-methylisatin (26), diphenylpicrylhydrazyl (DPPH), and daunomycin (6) to give back bisoxazinones 11 and 12, in analogy with the oxidative cleavage of the dimers of 3,5,5-trimethyl -2-oxomorpholin-3-yl (1, TM-3).The kinetics of oxidative deoligomerization with DPPH as the oxidizing agent are first order in oligomer.The activation parameters for deoligomerization of 9 are consistent with those for cleavage of a model, monoradical dimer, bi(3,5,5,6-tetramethyl-2-oxomorpholin-3-yl) (30, 31), suggesting that all weak bonds cleave at about the same rate and that the kinetics areactually first order in weak bonds.The activation parameters for deoligomerization of 8, especially in benzene, were anomalous, suggesting a more complicated mechanism.A reversible first bond cleavage followed by a slow second bond cleavage is proposed.Metal ion binding ability of these highly functionalized macrocycles was also explored and found to be low except for the small alkali and alkaline-earth cations, Li+, Mg2+, Ca2+.

Solvent-Free Henry and Michael Reactions with Nitroalkanes Promoted by Potassium Carbonate as a Versatile Heterogeneous Catalyst

The use of a simple weak inorganic base such as potassium carbonate facilitated the formation of carbon-carbon bonds through both the Henry and the Michael reactions with nitrocompounds. The application of this catalyst under environmentally friendly solventless heterogeneous conditions gave satisfactory to good yields of β-nitroalcohols, involving aliphatic and aromatic starting materials, as well as high to excellent yields in the formation of Michael adducts using several different Michael acceptors and nitroalkanes.

Asymmetric synthesis of highly substituted β-nitro alcohols and enantiomerically enriched 4,4,5-trisubstituted oxazolidinones

It is demonstrated that α,α-disubstituted-α-nitroketones are reduced to the corresponding trisubstituted nitro alcohols in good to excellent yield and enantiomeric excess by borane-dimethyl sulfide in the presence of a chiral oxazaborolidine catalyst. Red

Addition of aldehydes to organic compounds having a carbon-hydrogen bond activated by a nitro or nitrile group

Low valent transition metal complexes containing small cone angle phosphine or arsine ligands efficiently catalyze addition of aldehydes to compounds or groups having a C--H bond activated by a nitro or nitrile group, to provide nitroalcohols or cyanohydrins, respectively.

Specific Inhibitors in Vitamin Biosynthesis. Part 7. Syntheses of Blocked 7,8-Dihydropteridines via &α-Amino Ketones

The synthesis of 15 blocked 7,8-dihydropteridines is described in which the pyrazine ring is built from a derivative of an α-amino ketone.Three routes to the amino ketones based upon amino acids, nitrosyl chloride addition to alkenes, and nitro alcohols are discussed.The compounds synthesised are inhibitors of 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase , an enzyme in the pathway leading to dihydrofolate, and the inhibitory potencies of the compounds are discussed in the light of a hypothetical active site model for the enzyme.

Method of synthesis of pteridines

A pharmaceutical formulation of a compound of formula (II') SPC1 wherein Y is a lower alkyl group, in association with a pharmaceutically acceptable carrier, as an antibacterial product, and methods involving the preparation and reductive cyclization of a compound of formula (IV) SPC2 wherein X is a lower alkyl group or a hydroxymethyl group.