13326-72-2

Basic information

• Product Name: Benzaldehyde, 4-methoxy-3,5-bis(phenylmethoxy)-
• CAS NO: 13326-72-2
• Molecular Formula: C22H20O4
• Molecular Weight: 348.398
• Mol File: 13326-72-2.mol

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-methoxy-3,5-bis(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-methoxy-3,5-bis(phenylmethoxy)-(13326-72-2)
• EPA Substance Registry System: Benzaldehyde, 4-methoxy-3,5-bis(phenylmethoxy)-(13326-72-2)

Safety Data

• Hazardous Substances Data: 13326-72-2(Hazardous Substances Data)

Upstream product

• 27229-56-7 [3,5-bis(benzyloxy)-4-methoxyphenyl]methanol 
• 13326-71-1 3,5-dibenzoyloxy-4-methoxybenzoic acid 2-benzenesulfonylhydrazide 
• 13326-69-7 methyl 3,5-bis(benzyloxy)-4-methoxybenzoate 
• 99-24-1 methyl galloate 
• 24093-81-0 methyl 3,5-dihydroxy-4-methoxybenzoate 
• 100-44-7 benzyl chloride 
• 13326-70-0 3,5-Bisbenzyloxy-4-methoxybenzoic acid hydrazide 
• 149-91-7 3,4,5-trihydroxybenzoic acid 

Downstream Products

• 138566-60-6 O-trimethylsilyl 3,5-dibenzyloxy-4-methoxybenzaldehyde cyanohydrin 
• 722499-86-7 (2S,5R)-2-(3,5-dibenzyloxy-4-methoxyphenyl)-3-[2-(4-hydroxyphenyl)ethyl]-5-isopropylimidazolidin-4-one 
• 19859-90-6 [3,5-bis(benzyloxy)-4-methoxyphenyl]methanol 
• 138566-64-0 (2RS,3SR)-1-(3,5-dihydroxy-4-methoxyphenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dimethylbutan-1-one 
• 138566-68-4 (1RS,2RS,3SR)-1-(3,5-dihydroxy-4-methoxyphenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dimethylbutyl acetate 
• 138566-61-7 4-(4-benzyloxy-3,5-dimethoxyphenyl)-1-(3,5-dibenzyloxy-4-methoxyphenyl)-3-methylbutan-1-one 
• 138566-67-3 (1RS,2RS,3SR)-4-(4-benzyloxy-3,5-dimethoxyphenyl)-1-(3,5-dibenzyloxy-4-methoxyphenyl)-2,3-dimethylbutyl acetate 
• 138566-67-3 (1RS,2SR,3RS)-4-(4-benzyloxy-3,5-dimethoxyphenyl)-1-(3,5-dibenzyloxy-4-methoxyphenyl)-2,3-dimethylbutyl acetate 
• 138566-62-8 (2RS,3RS)-(4-benzyloxy-3,5-dimethoxyphenyl)-1-(3,5-dibenzyloxy-4-methoxyphenyl)-2,3-dimethylbutan-1-one 
• 138566-62-8 (2RS,3SR)-(4-benzyloxy-3,5-dimethoxyphenyl)-1-(3,5-dibenzyloxy-4-methoxyphenyl)-2,3-dimethylbutan-1-one 
• 6274-74-4 2,6-dibenzyloxy-1,4-dimethoxybenzene 
• 20032-42-2 2,5-dimethoxyresorcinol 
• 129724-43-2 (E)-1-(2,4-dihydroxy-3,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one 
• 1969289-10-8 (+)-celosine 

Relevant articles and documents

New odorless method for the Corey-Kim and Swern oxidations utilizing dodecyl methyl sulfide (Dod-S-Me)

Development of the odorless dodecyl methyl sulfide (Dod-S-Me, 1) as an alternative for dimethyl sulfide (DMS) and new odorless methods for the Corey-Kim and Swern oxidations are described. These reactions have been developed with a view toward green chemistry, utilizing Dod-S-Me (1) and common solvents instead of dichloromethane.

Chalcone derivative, preparing method, pharmaceutical composition and application

The invention relates to a chalcone derivative, a preparing method, a pharmaceutical composition and application, provides a compound with the general formula I, and pharmaceutically-acceptable salt or solvate or polymorphic substances or metabolites or prodrugs of the compound, and further provides a preparing method of the compound of the structure shown in the general formula I, a pharmaceutical composition including the substance, and application of the substance in preparing medicine for treating or preventing inflammation. The general formula I is shown in the description, wherein R1, R2, R3, R4, R5, R6, R7, R8 and R9 are H, substituted or unsubstituted C1-C4 alkyl, hydroxyl, alkoxy, amino, halogen, C1-C4 substituted acylamino and C1-C4 acyl; R11 and R12 are substituted or unsubstituted C1-C4 alkyl.

Synthesis, crystal structure, and growth inhibition of human hepatoma cell (HepG2) of polyphenolic compounds based on gallates

Seven compounds (1-7) based on gallate were synthesized and characterized by elemental analysis, 1H NMR, and MS spectra. 2-(3,5-Dibenzyloxy-4- methoxy)phenyl-2-propanol (6) was a new compound. Methyl 3,5-dihydroxy-4- methoxybenzoate (3), methyl 3,5-dibenzyloxy-4-methoxybenzoate (4), 3,5-dibenzyloxy-4-methoxybenzyl alcohol (5), and compound 6 were structurally determined by single-crystal X-ray diffraction for the first time. Crystallography data for 3: space group P21212 1; a = 4.0750(8) A, b = 7.5880(15) A, c = 29.802(6) A; V = 921.5(3) A3 Z = 4. 4: space group P-1; a = 10.068(2) A b = 10.499(2) A, c = 11.388(2) A; α = 76.84(3)°, β= 66.79(3)°, γ = 64.10(3)°; V = 993.0(3) A3, Z = 2. 5: space group P-1; a = 8.1410(16) A, b = 8.7590(18) A, c = 12.879(3) A; α = 91.66(3)°, β= 94.69(3)°, γ = 91.73(3)°; V = 914.4(3) A3; Z = 2. 6: space group P21/c; a = 5.8100(12) A, b = 15.778(3) A, c = 23.237(5) A; β= 96.09(3)°; V = 2118.1(7) A3; Z = 4. All of the seven compounds were evaluated for the inhibition of growth of human hepatoma (HepG2) cells. Comparison with the positive-control 5-fluorouracil (IC50 51.6 μmol/L), 5 showed stronger cytotoxic activity with an IC50 around 15.3 μmol/L, while IC50 value of 3 was 90.3 μmol/L. The effect of slight structural variations in this series of compounds was found to cause a marked change in their activity against HepG2 cells.

Biomimetic synthesis of (±)-galanthamine and asymmetric synthesis of (-)-galanthamine using remote asymmetric induction

(±)-Galanthamine (1) was synthesized in excellent yield by applying PIFA-mediated oxidative phenol coupling of N-(4-hydroxy)phenethyl-N-(3′, 4′,5′-trialkoxy)benzyl formamide (15b) as a key step. Because of the symmetrical characteristics of the pyrogallol moiety in the substrate (15b), the phenol coupling resulted in a sole coupling product except for volatile components from the oxidizing agent. On the basis of the successful results of the above strategy, (-)-galanthamine (1) was synthesized by employing a novel remote asymmetric induction, where conformation of the seven-membered ring in the product of the phenol coupling was restricted by forming a fused-chiral imidazolidinone ring with D-phenylalanine on the benzylic C-N bond of the tri-O-alkylated gallyl amino moiety. The conformational restriction and successive debenzylation of the protected hydroxyl groups on the pyrogallol ring caused diastereoselective cyclization to yield a cyclic ether having the desired stereochemistry for the synthesis of (-)-1.

Development of Odorless Thiols and Sulfides and Their Applications to Organic Synthesis

Development of new odorless thiols (dodecanethiol, 4-n- heptylphenylmethanethiol, 4-trimethylsilylphenylmethanethiol, 4-trimethylsilylbenzenethiol) and an odorless sulfide (1-methylsulfanyldodecane) and their applications to dealkylation, Michael addition, Swern oxidation, and Corey-Kim oxidation are described.

New odorless protocols for the Swern and Corey-Kim oxidations

New odorless protocols for the Swern oxidation as well as the Corey-Kim oxidation using dodecyl methyl sulfoxide (1) or dodecyl methyl sulfide (3) are described.

Sulfinimine-mediated asymmetric synthesis of (R)-(4-methoxy-3,5-dihydroxyphenyl)glycine: The central amino acid of vancomycin and related agents

The sulfinimine asymmetric Strecker synthesis, the addition of ethyl aluminum cyano alkoxide, 'EtAl(OR)CN' to sulfinimine 10, has been applied to a concise highly efficient four-step enantioselective synthesis of (R)-(4-methoxy-3,5-dihydroxyphenyl)glycine (3) and its derivatives in >97% ee. These epimerization-sensitive arylglycines are precursors of the key central amino acid of vancomycin and related glycopeptide antibiotics.

Intramolecular Oxidative Coupling of Aromatic Compounds. I Oxidation of Diphenolic Substrates

The synthesis of (2RS,3SR)-1-(3,5-dihydroxy-4-methoxyphenyl)-(4-hydroxy-3,5-dimethoxyphenyl)2,3-dimethylbutan-1-one (26) is described.Diphenolic oxidative coupling of (26) did not produce a eupodienone-type product.An aryltetralin derivative was formed in

Total Synthesis of Junipegenin-A, an Isoflavone from Juniperus macropoda

Junipegenin-A (1), a new isoflavone isolated from Juniperus macropoda has been synthesised in nine steps, starting from gallic acid.The key step is the oxidative rearrangement of the intermediate benzyloxychalkone (9) by thallium(III) nitrate to give acetal (10) followed by cyclisation to the corresponding isoflavone (1), identical (m.m.p., co-TLC and co-IR) with a natural sample.