128310-70-3

Usage

Uses

Used in Pharmaceutical Research and Development:
(R)-4-(1-HYDROXYETHYL) BENZOIC ACID METHYL ESTER is used as an intermediate in the synthesis of various pharmaceutical products for its potential biological activity and contribution to the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
(R)-4-(1-HYDROXYETHYL) BENZOIC ACID METHYL ESTER is used as a key component in organic synthesis processes, facilitating the creation of complex organic molecules and compounds.
Used in Agrochemical Product Synthesis:
(R)-4-(1-HYDROXYETHYL) BENZOIC ACID METHYL ESTER is utilized as an intermediate in the synthesis of various agrochemical products, contributing to the development of effective and stable agricultural chemicals.
Used in Laboratory Settings:
(R)-4-(1-HYDROXYETHYL) BENZOIC ACID METHYL ESTER is used as a stable and easily handled compound in laboratory research and experiments, due to its methyl ester form enhancing its stability.

Upstream product

• 38430-55-6 ethyl-4-acetylbenzoate 

Downstream Products

• 107751-31-5 4-[1-hydroxyethyl]benzoic acid ethyl ester 
• 159405-15-9 (R)-[1-(methylsulfonyl)ethyl]-4-benzoic acid ethyl ester 

Relevant academic research and scientific papers

trans-RuH(η1-BH4)(binap)(1,2-diamine): A catalyst for asymmetric hydrogenation of simple ketones under base-free conditions

(Chemical Equqtion Presentation) Reaction of a chiral RuCl2(diphosphine)(1,2-diamine) complex and NaBH4 forms trans-RuH(η1-BH4)(diphosphine)(1,2-diamine) quantitatively. The TolBINAP/DPEN Ru complex has been characterized by single crystal X-ray analysis as well as NMR and IR spectra. The new Ru complexes allow for asymmetric hydrogenation of simple ketones in 2-propanol without an additional strong base. Various base-sensitive ketones are convertible to chiral alcohols in a high enantiomeric purity with a substrate/catalyst ratio of up to 100 000 under mild conditions. Configurationally unstable 2-isopropyl- and 2-methoxycyclohexanone can be kinetically resolved with a high enantiomer discrimination. This procedure overcomes the drawback of an earlier method using RuCl2(diphosphine)(diamine) and an alkaline base, which sometimes causes undesired reactions such as ester exchange, epoxy-ring opening, β-elimination, and polymerization of ketonic substrates. Copyright

Direct Asymmetric Hydrogenation and Dynamic Kinetic Resolution of Aryl Ketones Catalyzed by an Iridium-NHC Exhibiting High Enantio- and Diastereoselectivity

A chiral iridium carbene-oxazoline catalyst is reported that is able to directly and efficiently hydrogenate a wide variety of ketones in excellent yields and good enantioselectivity (up to 93 % ee). Moreover, when using racemic α-substituted ketones, excellent diastereoselectivities were obtained (dr 99:1) by dynamic kinetic resolution of the in situ formed enolate. Overall, the herein described hydrogenation occurs under ambient conditions using low hydrogen pressures, providing a direct and atom efficient method towards chiral secondary alcohols.

Asymmetric Transfer Hydrogenation of Ketones with Well-Defined Manganese(I) PNN and PNNP Complexes

Three new manganese complexes trans-[Mn(P-NH-NH-P)(CO)2][Br], (14) P-NH-NH-P = (S,S)-PPh2CH2CH2NH-CHPhCHPhNHCH2CH2PPh2), fac-[Mn(P′-NH-NH2)(CO)3][Br], (15) P′-NH-NH2 = (S,S)-PPh2(C6H4)NHCHPhCHPhNH2, and syn-mer-Mn(P-NH-NH2)(CO)2Br, (16) P-NH-NH2 = (S,S)-PPh2CH2CH2NHCHPhCHPhNH2 were synthesized and tested for the asymmetric transfer hydrogenation (ATH) of acetophenone in 2-PrOH. The ligands have stereogenic centers derived from the starting diamine, (S,S)-DPEN. Complex 16 was shown by NOE NMR experiments to have Mn-Br syn to the N-H of the secondary amine. Only the precatalyst 16, upon reaction with potassium tert-butoxide (KOtBu) in 2-PrOH, generated an active system at 80 °C for the ATH of acetophenone to 1-phenylethanol in an enantiomeric excess (ee) of 42% and thus was selected for further investigation into the mechanism of transfer hydrogenation. The corresponding amido complex Mn(P-N-NH2)(CO)2 (17), a borohydride complex syn-mer-Mn(P-NH-NH2)(CO)2(BH4) (18), and an ethoxide complex anti-mer-Mn(P-NH-NH2)(CO)2(OEt) (19′) were independently synthesized and tested in the ATH of acetophenone. The amido complex 17 and the borohydride complex 18 displayed similar activity to 16 activated in basic 2-PrOH, but the anti NH OEt complex 19′ was completely inactive. This result suggested that the NH effect, as described by Noyori, was required to obtain catalytic activity. The syn NH BH4 manganese complex is one of the most active manganese ATH catalysts to date and can hydrogenate a variety of aromatic ketones, including base-sensitive substrates such as p-acetylbenzoate ethyl ester.

Indazole derivative, composition and uses thereof

The present invention discloses an indazole derivative represented by a formula (I) and used for treating type 2 diabetes mellitus or a pharmaceutically acceptable salt, a solvate, a metabolite, a polymorph, a tautomer or a prodrug thereof. The present invention further discloses a pharmaceutical composition containing the substance, applications of the composition in preparation of drugs, and a method for treating type II diabetes mellitus. The formula (I) is defined in the specification.

Applications of ruthenium hydride borohydride complexes containing phosphinite and diamine ligands to asymmetric catalytic reactions

(Chemical Equation Presented) A series of novel trans-ruthenium hydride borohydride complexes with chiral phosphinite and diamine ligands were synthesized. They can be used in the asymmetric transfer hydrogenation of aryl ketones, including base-sensitive

Synthesis of ruthenium-hydride complexes and preparation procedures of chiral alcohols and ketones

trans-RuH(η1-BH4)[(S)-xylbinap][(S,S)-dpen] (0.00125 mmol), acetophenone (5.0 mmol), and 2-propanol (2.5 mL) were placed in an autoclave, and the resulting solution was repeatedly subject 5 times to a procedure of performing pressure reduction and argon introduction while stirring the solution for deaeration. A hydrogen tank was then connected to the autoclave, and after replacing the air inside an introduction tube with hydrogen, the pressure inside the autoclave was adjusted to 5 atmospheres and then hydrogen was released until the pressure dropped to 1 atmosphere. After repeating this procedure 10 times, the hydrogen pressure was adjusted to 8 atmospheres and stirring at 25° C. was performed for 12 hours. By concentrating the solution obtained by depressurization and subjecting the crude product to simple distillation, (R)-1-phenylethanol (yield: 95%) in the form of a colorless oily substance was obtained at an ee of 99%.

A Practical Process for the Preparation of Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolooxazaborole-Borane. A Highly Enantioselective Stoichiometric and Catalytic Reducing Agent

A practical, large-scale process for the preparation of tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolooxazaborole-borane is reported.The title compound is a stable, free-flowing crystalline solid useful either stoichiometrically or catalytically for the enantioselective reduction of prochiral ketones.When used stoichiometrically to reduce acetophenone the enantioselectivity is >= 99.8 percent ee.