86884-90-4

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-Methyl Glycidol is used as a key intermediate in the synthesis of neprilysin inhibitors for treating diseases. Neprilysin is an enzyme that degrades certain peptides in the body, and its inhibition can be beneficial in managing conditions such as Alzheimer's disease, where the degradation of certain peptides contributes to the progression of the disease.
Additionally, (S)-2-Methyl Glycidol can be used as a chiral building block in the development of other pharmaceuticals and agrochemicals, providing a versatile and enantioselective approach to the synthesis of biologically active compounds. Its unique reactivity and stereochemistry make it a valuable component in the design and synthesis of novel therapeutic agents and agrochemicals.

Upstream product

• 872-30-0 2-methylglycidol 
• 108-05-4 vinyl acetate 
• 106268-96-6 (2R)-methyl-3-[4-nitrobenzoyl(oxy)]-1,2-epoxy-propane 
• 513-42-8 3-hydroxy-2-methyl-1-propene 

Downstream Products

• 683276-64-4 [(2R)-2-methyloxiran-2-yl]methyl 3-nitrobenzenesulfonate 
• 683276-63-3 [(2S)-2-methyloxiran-2-yl]methyl 4-nitrobenzene-1-sulfonate 
• 1318734-99-4 (R)-3-(4-bromophenoxy)-2-methylpropane-1,2-diol 
• 152322-60-6 [(2R)-2-methyloxiran-2-yl]methyl 4-methylbenzenesulfonate 
• 152218-28-5 (R)-(2-methyloxiran-2-yl)methyl 3-nitrobenzenesulfonate 
• 123123-47-7 (R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-oxirane 
• 86884-91-5 (S)-(+)-2-methyl-1-(phenylthio)-2,3-propanediol 
• 141874-44-4 (R)-2-benzyloxymethyl-2-methyloxirane 

Relevant academic research and scientific papers

A short and efficient asymmetric synthesis of (-)-frontalin, (-)-exo-isobrevicomin and a volatile contributor of beer-aroma

The natural products, (-)-frontalin and (+)-exo-isobrevicomin were synthesized employing Sharpless asymmetric epoxidation and ZrCl 4-catalyzed intramolecular acetalization as the key steps. (-)-Frontalin was synthesized in three steps with a 61

(R)-(2-METHYLOXIRAN-2-YL)METHYL 4-BROMOBENZENESULFONATE

The present invention relates to compound of formula (I), wherein R1 is chloro, bromo iodo or a brosylate group. The present invention also relates to methods of making this compound and its use in carrying out organic transformations.

Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A

Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in the present work. Bimetallic ("Pd-Cu") cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product. Subsequently, iodocyclization and reductive deiodination through a transfer hydrogenation reaction were applied to access the target molecule in an efficient manner.

SUBSTITUTED AMINOBUTYRIC DERIVATIVES AS NEPRILYSIN INHIBITORS

In one aspect, the invention relates to compounds having the formula: where R1, R2a, R2b, R3-R6, a, b, Z, and X are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and processes and intermediates for preparing such compounds.

CARBAZOLE-CONTAINING AMIDES, CARBAMATES, AND UREAS AS CRYPTOCHROME MODULATORS

The subject matter herein is directed to carbazole-containing amide, carbamate, and urea derivatives and pharmaceutically acceptable salts or hydrates thereof of structural formula I wherein the variable R1, R2, R3, R4, R5, R6, R7, A, D, E, G, J, L, M, Q, a, and b are accordingly described. Also provided are pharmaceutical compositions containing the compounds of formula I to treat a Cry-mediated disease or disorder, such as diabetes, complications associated with diabetes, Cushing's syndrome, NASH, NAFLD, asthma, and COPD.

Using an asymmetric flow reactor sharples

PROBLEM TO BE SOLVED: To provide a method for efficiently progressing a Sharpless asymmetric epoxidation even without adding molecular sieves. SOLUTION: The method for producing an optically active epoxyalcohol compound includes mixing an allyl alcohol compound, a titanium tetraalkoxide in a catalytic amount, an optically active tartaric acid ester in a catalytic amount, and an oxidizing agent, in a solvent by using a flow-type reactor (flow reactor). The oxidizing agent is preferably tert-butyl hydroperoxide or cumene hydroperoxide. COPYRIGHT: (C)2013,JPOandINPIT

Total synthesis of seco-plakortolide e and (-)-ent-plakortolide I: Absolute configurational revision of natural plakortolide i

A first total synthesis of (-)-ent-plakortolide I and seco-plakortolide E was accomplished from (S)-2-methylglycidol. The relevant key reactions involve a diastereoselective Mukaiyama aldol reaction, a regioselective hydroperoxysilylation, and elaboration of the 1,2-dioxane ring by intramolecular Michael addition of a hydroperoxide group to a butenolide. This synthesis allowed the revision of the absolute configuration of plakortolide I and structural revision of plakortolide E.

SYNTHETIC INTERMEDIATE OF OXAZOLE COMPOUND AND METHOD FOR PRODUCING THE SAME

An object of the present invention is to provide a method for producing an oxazole compound in a high yield. The object can be achieved by a compound represented by Formula (11): wherein R1 is a hydrogen atom or lower-alkyl group; R2

Chemo- and stereoselectivity in titanium-mediated regioselective ring-opening reaction of epoxides at the more substituted carbon

Chemo- and stereoselectivity in the ring-opening reaction of epoxides with a reagent prepared from allylmagnesium halide and chlorotitanium triphenoxide is described. It has been proven that the allylating reagent can also be used for the reaction of epoxides bearing a tert-butyl ester, amide, or acetal moiety, and that the epoxide cleavage regioselectively takes place at the more substituted carbon in all cases. Interestingly, while the reaction of acyclic 2,2,3-trialkyl epoxides or 3,3-disubstituted 2,3-epoxy alcohol derivatives with the allyltitanium reagent yielded the allylated products as an almost 1:1 diastereomixture, the ring-opening reaction of 2-substituted 2,3-epoxy alcohol derivatives stereospecifically proceeded through the anti pathway. The latter reaction is extremely useful for asymmetric construction of quaternary carbon centers.

1-SUBSTITUTED 4-NITROIMIDAZOLE COMPOUND AND PROCESS FOR PRODUCING THE SAME

The present invention relates to a 1-substituted-4-nitroimidazole compound represented by the general formula (1) or a salt thereof, (wherein R is a hydrogen atom, a lower alkoxy group-substituted lower alkyl group, a phenyl-lower alkoxy group-substituted lower alkyl group, a cyano-substituted lower alkyl group, a phenyl-lower alkyl group which may have lower alkoxy groups as the substituents in the phenyl ring or a group of the formula -CH2RA; X is a halogen atom or a group of the formula -S(O)n-R1) and method for preparing the same. The compound of the formula (1) is a useful compound as an intermediate for synthesis of various pharmaceutical and agricultural chemicals, particularly, as intermediates for antitubercular agents.