116127-76-5

Upstream product

• 50555-04-9 cinnamyl benzoate 
• 65870-46-4 Methyl (2RS,3RS)-2,3-dihydroxy-3-phenylpropionate 
• 5792-35-8 2,3-dihydroxy-1-phenylpropan-1-one 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 162599-28-2 (1S:2R)-1.2.3-tribenzoyloxy-1-phenyl-propane 
• 103-26-4 Methyl cinnamate 
• 104-54-1 3-Phenylpropenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 81691-59-0 (2RS,3RS)-2,3-dihydroxy-3-phenyl-propionic acid methyl ester 
• 108741-14-6 (2R,3S)-ethyl 2,3-dihydroxy-3-phenylpropanoate 
• 104196-23-8 (2S,3S)-2,3-epoxy-3-phenyl-1-propanol 
• 40641-81-4 trans-2,3-epoxy-3-phenylpropan-1-ol 
• 21915-53-7 cis-2,3-epoxy-3-phenyl-1-propanol 

Downstream Products

• 26151-12-2 (2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanol 
• 859813-98-2 (2,2-dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-methanol 
• 859185-40-3 2-(4-nitro-phenyl)-4-phenyl-[1,3]dioxan-5-ol 
• 16354-94-2 (1RS,2RS)-1,2,3-tris-benzoyloxy-1-phenyl-propane 
• 16354-94-2 C₃₀H₂₄O₆ 
• 1394818-66-6 (1R,2R)-2-((S)-azido(phenyl)methyl)cyclopropanecarboxylic acid 
• 1394818-65-5 (1R,2R)-ethyl 2-((S)-azido(phenyl)methyl)cyclopropanecarboxylate 
• 1394818-61-1 (2S,3S)-2,3-dihydroxy-3-phenylpropyl 4-methylbenzenesulfonate 
• 859935-23-2 5-methoxy-2-(4-nitro-phenyl)-4-phenyl-[1,3]dioxane 

Relevant academic research and scientific papers

Nitric oxide inhibitory constituents from the barks of Cinnamomum cassia

Six new compounds including one γ-butyrolactone, cinncassin A (1), two tetrahydrofuran derivatives, cinncassins B and C (2, 3), two lignans, cinncassins D and E (4, 5), and one phenylpropanol glucoside, cinnacassoside D (6), together with 14 known lignans (7-20) were isolated from the barks of Cinnamomum cassia. The structures of 1-6 were elucidated by extensive 1D and 2D NMR spectroscopic data analysis as well as chemical methods, and the absolute configurations were established by experimental and calculated ECD data. The anti-inflammatory activities of the isolates were evaluated on nitric oxide (NO) production in lipopolysaccharide (LPS)-induced BV-2 microglial cells. Compounds 5, 7, 8, and 15 showed potent inhibition activities with IC50 values of 17.6, 17.7, 18.7, and 17.5 μM, respectively.

An ingenious method for the determination of the relative and absolute configurations of compounds containing aryl-glycerol fragments by1H NMR spectroscopy

A concise method was established to determine the relative and absolute configurations of aryl-glycerols that depend on the chemical shift differences (Δδ) of the diastereotopic methylene protons (H-3) by1H NMR spectroscopy. When using DMSO-d6as the preferred solvent, thethreoconfiguration corresponded to a larger ΔδH3a-H3bvalue (>0.15 ppm), whereas theerythroconfiguration (a smaller value. Furthermore, the absolute configurations were determined with the aid of a simple acylation reaction through camphanoyl chloride. In thethreoenantiomers, the Δδvalue of the 1R,2Rconfiguration was 0.20 ppm. In theerythroenantiomers, the Δδvalue of 1R,2Swas >0.09 ppm, and that of 1S,2Rwas 3. In addition, this method was also verified by a quantum1H NMR calculation.

Molybdenum-Catalyzed Hydroxyl-Directed Anti-Dihydroxylation of Allylic and Homoallylic Alcohols

A catalytic hydroxyl-directed anti-dihydroxylation of allylic and homoallylic alcohols has been developed. This operationally simple method was successfully applied to the direct anti-monodihydroxylation of allylic alcohols containing at least one distal olefinic unit. Under the catalysis of commercially available MoO2(acac)2, an array of hydroxylated dienes were successfully converted into various 1,2,3-triols using hydrogen peroxide as an environmentally benign oxidant under aerobic conditions, notably, in complete regioselectivities and in the most cases in diastereospecific pathway.

Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: Application to the synthesis of cascarillic acid, grenadamide and l-(-)-CCG-II

An efficient high yielding improved method for the enantio- and diastereoselective cyclopropanation of chiral epoxides using triethylphosphonoacetate and base (Wadsworth-Emmons cyclopropanation) is reported. The utility of this protocol is illustrated by concise and practical synthesis of cascarillic acid, grenadamide and L-(-)-CCG-II, a cyclopropane containing natural products.

Asymmetric synthesis of tetrahydroquinolin-3-ols via CoCl 2-catalyzed reductive cyclization of nitro cyclic sulfites with NaBH4

A new method for the construction of chiral 3-substituted tetrahydroquinoline derivatives based on asymmetric dihydroxylation and CoCl2catalyzed reductive cyclization of nitro cyclic sulfites with NaBH4 has been described with high o

The 1H NMR method for the determination of the absolute configuration of 1,2,3-prim,sec,sec-triols

The absolute configuration of 1,2,3-prim,sec,sec-triols can be assigned by comparison of the 1H NMR spectra of the tris-(R)- and the tris-(S)-MPA ester derivatives. An experimental demonstration of this correlation with 24 triols of known absolute configuration and a protocol using two parameters-ΔδRS(H3) and the difference between ΔδRS(H2) and ΔδRS(H3) = |Δ(ΔδRS)|-for its application to the determination of the absolute configuration of other triols are presented.

CYCLOFUNCTIONALISATION OF EPOXYALCOHOL DERIVATIVES. 2. STEREO- AND REGIOSPECIFIC CONVERSION TO 1,3-DIOXOLANES

2,3-Epoxyalcohols react with paraformaldehyde and either cesium carbonate or potassium carbonate/phase-transfer catalyst in polar, aprotic solvents to give excellent yields of 4-(1-hydroxyalkyl)-1,3-dioxolanes, with inversion at C-2.