78715-83-0

Usage

Uses

Used in Pharmaceutical Industry:
METHYL (S)-(+)-4 5-DIHYDRO-2-PHENYL-4is used as a key intermediate in the synthesis of oxazoline-based organocatalysts for [application reason]. These organocatalysts are essential in facilitating various chemical reactions, particularly in the synthesis of pharmaceutical compounds. The unique structure of METHYL (S)-(+)-4 5-DIHYDRO-2-PHENYL-4allows for the development of novel catalysts with improved selectivity and reactivity, leading to more efficient and environmentally friendly synthetic processes.
Used in Chemical Research:
In the field of chemical research, METHYL (S)-(+)-4 5-DIHYDRO-2-PHENYL-4is used as a versatile building block for the development of new molecules with potential applications in various industries. Its unique structure and reactivity make it an attractive candidate for the synthesis of complex organic compounds, including those with potential biological activities or novel materials properties.
Used in Material Science:
METHYL (S)-(+)-4 5-DIHYDRO-2-PHENYL-4is also used in the development of new materials with specific properties, such as improved mechanical strength, thermal stability, or chemical resistance. The incorporation of METHYL (S)-(+)-4 5-DIHYDRO-2-PHENYL-4- into the molecular structure of various materials can lead to the creation of innovative products with enhanced performance characteristics, making it a valuable asset in the field of material science.

InChI:InChI=1/C11H11NO3/c1-14-11(13)9-7-15-10(12-9)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3/t9-/m0/s1

Upstream product

• 10144-46-4 N-benzoyl-L-serine methyl ester 
• 2788-84-3 (S)-serine methyl ester 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 7471-86-5 methyl benzimidate 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 55-21-0 benzamide 
• 928150-62-3 N-(α,α-difluorobenzyl)pyrrolidine 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 100-47-0 benzonitrile 
• 5619-04-5 methyl 2-amino-3-hydroxypropanoate hydrochloride 
• 825-60-5 benzimidic acid ethyl ester 
• 50-00-0 formaldehyd 
• 2104-89-4 Ser-OMe 

Downstream Products

• 99184-99-3 (4S)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid 
• 186025-75-2 (R)-(-)-methyl (Z)-3-(4,5-dihydro-2-phenyl-4-oxazolyl)-2-propenoate 
• 186025-73-0 (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester 
• 59171-72-1 2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 176504-22-6 (S)-4-(1'-methyl-1'-hydroxyethyl)-2-phenyl-1,3-oxazoline 
• 643762-21-4 (S)-4-(hydroxy(diphenyl)methyl)-2-phenyl-1,3-oxazoline 
• 609366-78-1 (R)-(+)-methyl-2-benzamido-3-iodopropanoate 
• 148278-98-2 (R)-4-(benzoyloxymethyl)-2-phenyl-oxazoline 
• 148278-92-6 (R)-4-(methoxymethyl)-2-phenyl-4,5-dihydrooxazole 
• 100924-05-8 (4E,8E,2S,3R,2'R)-N-2'-acetoxyhexadecanoyl-1-O-benzoyl-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine 
• 100924-01-4 (2'E,6'E,4S,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene 
• 100924-02-5 (2'E,6'E,4R,1'S)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene 
• 100933-62-8 1-O-benzoylsphingadienine*HCl 
• 100924-08-1 Benzoic acid (4E,8E)-(2S,3S)-2-amino-3-hydroxy-9-methyl-octadeca-4,8-dienyl ester; hydrochloride 

Relevant academic research and scientific papers

A NEW METHOD FOR THE STEREOPECIFIC SYNTHESIS OF ETHER PHOSPHOLIPIDS. PREPARATION OF THE AMIDE ANALOG OF PLATELET ACTIVATING FACTOR AND RELATED DERIVATIVES

A nowel stereopecific synthesis of biologically active ether-phospholipids is reported.

C10-ALKYLENE SUBSTITUTED 13-MEMBERED MACROLIDES AND USES THEREOF

Provided are 13-membered macrolides for the treatment of infectious diseases. The 13-membered macrolides described herein are azaketolides. Also provided are methods for preparing the 13- membered macrolides, pharmaceutical compositions comprising the 13-membered macrolides, and methods of treating infectious diseases, and in particular, disease resulting from Gram negative bacteria using the disclosed macrolides. Formula (I)

Benzoxaborole Antimalarial Agents. Part 5. Lead Optimization of Novel Amide Pyrazinyloxy Benzoxaboroles and Identification of a Preclinical Candidate

Carboxamide pyrazinyloxy benzoxaboroles were investigated with the goal to identify a molecule with satisfactory antimalarial activity, physicochemical properties, pharmacokinetic profile, in vivo efficacy, and safety profile. This optimization effort discovered 46, which met our target candidate profile. Compound 46 had excellent activity against cultured Plasmodium falciparum, and in vivo against P. falciparum and P. berghei in infected mice. It exhibited good PK properties in mice, rats, and dogs. It was highly active against the other 11 P. falciparum strains, which are mostly resistant to chloroquine and pyrimethamine. The rapid parasite in vitro reduction and in vivo parasite clearance profile of 46 were similar to those of artemisinin and chloroquine, two rapid-acting antimalarials. It was nongenotoxic in an Ames assay, an in vitro micronucleus assay, and an in vivo rat micronucleus assay when dosed orally up to 2000 mg/kg. The combined properties of this novel benzoxaborole support its progression to preclinical development.

Cu(i)-Catalyzed oxidative homo-coupling of thiazoline-4-carboxylates: Synthesis of 4,4′-bithiazoline derivatives

Cu(i)-Catalyzed oxidative homo-coupling of thiazoline-4-carboxylates with good functional group tolerance has been developed. The methodology presented an efficient method to directly construct vicinal carbon-hetero quaternary centers existing in numerous functional molecules and could be applied to the synthesis of 4,4′-bithiazoles which are difficult to prepare by direct C-H activation.

Incorporation and visualization of azido-functionalized: N -oleoyl serinol in Jurkat cells, mouse brain astrocytes, 3T3 fibroblasts and human brain microvascular endothelial cells

The synthesis and biological evaluation of azido-N-oleoyl serinol is reported. It mimicks biofunctional lipid ceramides and has shown to be capable of click reactions for cell membrane imaging in Jurkat and human brain microvascular endothelial cells.

Enantioselective synthesis of monofluorinated allylic compounds: Pd-catalyzed asymmetric allylations of dimethyl 2-fluoromalonate using new N-sulfinyl-based ligands

New chiral S,N- and S,P-ligands starting from tert-butanesulfinamide were synthesized in four steps, applying Pd-catalyzed asymmetric allylic substitutions of dimethyl 2-fluoromalonate. The induced effect of the Pd/S,N-ligand catalyst on the enantioselectivity depends on the steric demand of the substituent at the o-position of the pyridine ring. This method produced monofluorinated allylation products in up to high yield with high enantioselectivity.

The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions

A rapid flow synthesis of oxazolines and their oxidation to the corresponding oxazoles is reported. The oxazolines are prepared at room temperature in a stereospecific manner, with inversion of stereochemistry, from β-hydroxy amides using Deoxo-Fluor. The

Synthesis of 2-oxazolines by in situ desilylation and cyclodehydration of β-hydroxyamides

A powerful method for the synthesis of 2-oxazolines from silyl-protected β-hydroxyamides is reported. Using diethylaminosulfur trifluoride (DAST) or its tetrafluoroborate salt (XtalFluor-E), silyl-protected β-amidoalcohols can be in situ deprotected and d

Synthesis and antibacterial activities of Yanglingmycin analogues

The synthesis of Yanglingmycin and its enantiomer, along with eighteen Yanglingmycin analogues is reported. The structures were confirmed mainly by analyses of NMR spectral data. Antibacterial activity assays showed that Yanglingmycin and some of its analogues exhibited significant antibacterial activities against two important agricultural pathogenic bacteria, Ralstonia solanacearum and Pseudomonas syringae pv. actinidiae, with minimum inhibitory concentration (MIC) values ranging from 3.91 to 15.62 μg/mL. The antibacterial activities exhibited by Yanglingmycin and its analogues are promising, suggesting potential in the development of compounds for novel bactericides.

I2-Catalyzed C-O Bond Formation and Dehydrogenation: Facile Synthesis of Oxazolines and Oxazoles Controlled by Bases

A general method for the synthesis of oxazolines and oxazoles was developed through I2-catalyzed C-O bond formation and dehydrogenation with the same oxidant, TBHP. By simply tuning reaction bases, either oxazolines or oxazoles were selectively