54149-72-3

Upstream product

• 99-99-0 1-methyl-4-nitrobenzene 
• 67-63-0 isopropyl alcohol 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 616239-68-0 1-[3-C-ethynyl-5-O-[1-isopropoxy-1-(4-nitrophenyl)methyl]-β-D-ribo-pentofuranosyl]cytosine 
• 555-16-8 4-nitrobenzaldehdye 
• 556-18-3 4-aminobenzaldehyde 

Relevant academic research and scientific papers

Highly efficient and chemoselective acetalization and thioacetalization of aldehydes catalyzed by propylphosphonic anhydride (T3P) at room temperature

Propylphosphonic anhydride (T3P), a low toxic peptide coupling agent, has been demonstrated to be an efficient catalyst for the chemoselective acetalization and thioacetalization of aldehydes in the presence of ketones. Cyclic and acyclic acetals of diverse aldehydes were obtained in good to excellent yields at room temperature in the presence of a catalytic amount of T3P.

ZWITTERIONIC PHOSPHONIUM SALTS

A zwitterionic phosphonium salt of Formula I: wherein n is 0 or 1; R is H or SO3-; R' is selected from the group consisting of C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C10 cycloalkyl, phenyl, substituted phenyl, benzyl and C1-C10 alkoxycarbonyl; R' is CX3 when n is O; and X is selected from the group consisting of F, Cl, Br and I. The zwitterionic phosphonium salts are useful reagents for the preparation of alkenes and acetals from the corresponding aldehyde.

Chemoselective protection of aldehydes in the presence of ketones using rupvp complex as a heterogeneous catalyst

Ruthenium(III)-polyvinyl pyridine (RuPVP) complex was prepared by refluxing a methanolic solution of polyvinyl pyridine and trihydrated ruthenium trichloride. RuPVP catalyst was characterized by Fourier transform-infrared and diffential scanning calorimetry-thermogravimetry (TG). The catalyst was used for chemoselective protection of aldehydes in the presence of a ketonic carbonyl group.

Carbon tetrabromide/sodium triphenylphosphine-m-sulfonate (TPPMS) as an efficient and easily recoverable catalyst for acetalization and tetrahydropyranylation reactions

A solid complex, conveniently prepared from carbon tetrabromide and sodium triphenylphos-phine-m-sulfonate (TPPMS), can be used as an easily recoverable catalyst for the selective acetalization of aldehydes and tetrahydropyranylation of alcohols. The catalyst can be recovered by simple pre-cipitation with ether and can be reused at least 7 times without loss of catalytic activity.

A model for catalytically active zinc(II) ion in liver alcohol dehydrogenase: A novel "hydride transfer" reaction catalyzed by zinc(II)-macrocyclic polyamine complexes

The role of ZnII ion at the active center of liver alcohol dehydrogenase has been well-defined for the first time by the comparative studies of ZnII[12]aneN3, 1 ([12]aneN3 = 1,5,9-triazacyclododecane, L1), ZnII[12]aneN4, 2 ([12]aneN4 = 1,4,7,10-tetraazacyclododecane, L2), ZnII[14]aneN4, 3 ([14]aneN4 = 1,4,8,11-tetraazacyclotetradecane, L3), and free ZnII salts, 4. Variations in ZnII acidity and coordination environment in these complexes result in varying degrees of catalytic activity in the reduction of p-nitrobenzaldehyde (9) and an NAD+ model compound (18) with alcohols as the "hydride" sources (e.g., 2-PrOH) to p-nitrobenzyl alcohol (10) and the corresponding NADH model compounds (19 and 20), respectively. Among ZnII species tested, the ZnII complex of macrocyclic triamine [12]aneN3, 5 (L1ZnII-OH)3·(TfO) 3·TfOH (TfO = CF3SO3-), was by far the most effective catalyst: 10 was obtained from 9 in 7820% yield (based on the concentration of ZnII) in the presence of 5 (0.8 mol %) in refluxing 2-PrOH for 24 h. The ZnII complex 5, also promotes the "hydride transfer" from 2-PrOH to an NAD+ model compound, N-benzylnicotinamide chloride (18), to yield the 1,4-adduct, N-benzyl-1,4-dihydronicotinamide (19), almost exclusively. It is concluded, from the comparison of 5 with other ZnII complexes of [12]aneN4 and [14]aneN4, that the most acidic and coordinatively least saturated ZnII in L1 catalytically generates zinc(II)-alkoxide complex to facilitate the hydride transfer to the hydride acceptor on the ZnII coordination sphere. The present study provides the first chemical model illustrating the significance of the ZnII acidity and the steric requirement around ZnII coordination sphere in the hydride transfer reaction (from alcohol) catalyzed by ZnII-containing alcohol dehydrogenases (ADH).

Selective Acetalization of Aldehydes with Trialkoxystibine using Allyl Bromide

Trialkoxystibine has been found to be an effective reagent for selective acetalization of aldehydes with the aid of allyl bromide.

New Type of Aldol Condensations Catalyzed by Metal(II) Complexes of α-Amino Acid Esters and that with Cyclodextrin System

The aldol condensation of p-nitrobenzaldehyde with acetone catalyzed by metal ccomplexes of α-amino acid esters proceeded under mild and neutral conditions to afford an enantiomeric excess aldol-type products, 4-hydroxy-4-(4-nitrophenyl)-2-butanone, along with same dehydrated products without any by-product.The most effective catalyst system was a zinc(II) complex of the tyrosine ethyl ester, Zn(II)-(TyrOEt)2 in MeOH.Complexes of the second-row transition metals were inadeguate for the reactions.Reactions at 30-40 deg C for 24 h were fovorable regarding the asymmetric induction.An H2O solvent was the best for aldol-type product formation without asymmetric induction.An assistand effect of cyclodextrins(especially, β-CD) on the catalysis of the Zn(II)-TyrOEt complex were thought to be observed.