634902-49-1

Upstream product

• 64584-92-5 (R)-pent-4-en-2-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 1826-67-1 vinyl magnesium bromide 
• 15448-47-2 (R)-propylene oxide 

Downstream Products

• 252870-53-4 (2S,4E)-N-methyl-5-(5-isopropoxy-3-pyridyl)-4-penten-2-amine 
• 833453-02-4 (S)-N-tert-butoxycarbonyl-N-methyl-4-penten-2-amine 
• 634902-51-5 (S)-((E)-1-methyl-5,8-dioxododec-3-enyl)carbamic acid benzyl ester 
• 634902-52-6 (S)-((E)-1-methyl-5,8-dioxodec-3-enyl)carbamic acid benzyl ester 
• 558472-46-1 (S)-(1-methyl-but-3-enyl)-carbamic acid benzyl ester 
• 1384458-54-1 (R,E)-5-phenylpent-4-en-2-yl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Stereodivergent Total Syntheses of (+)-Monomorine I and (+)-Indolizidine 195B

A simple and efficient stereoselective total syntheses of two natural products (+)-monomorine I and (+)-indolizidine 195B in high yields starting from a readily available alcohol is described. The key step in this synthetic route exploits the judicious use of solvent to enable a closed or open transition state in a nucleophilic addition of Grignard reagent to sulfinimine, giving selective access to two distinct diastereomers required for the formation of the two target natural products.

COMPOUNDS THAT INHIBIT MCL-1 PROTEIN

Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula (I), or a stereoisomer thereof; and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.

COMPOUNDS THAT INHIBIT MCL-1 PROTEIN

Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.

Palladium-catalyzed allylic cross-coupling reactions of primary and secondary homoallylic electrophiles

The Pd(0)-catalyzed allylic cross-coupling of homoallylic tosylate substrates using boronic acids and pinacol esters is reported. The reaction uses 2-(4,5-dihydro-2-oxazolyl)quinoline (quinox) as a ligand and is performed at ambient temperature. The scope of the reaction is broad in terms of both the boronate transmetalating reagent and the substrate and includes secondary tosylates. Mechanistic studies support an alkene-mediated SN2-type stereoinvertive oxidative addition of unactivated primary and secondary alkyl tosylates.

NEW PROCESS FOR THE PREPARATION OF ARYL SUBSTITUTED OLEFINIC AMINES

An improved process for the preparation of aryl substituted olefinic amines such as (2S)-(4E)-N-methyl-5-[3-(5-isopropoxypyridin)yl]-4-penten-2-amine and (2S)-(4E)-N- methyl-5-[3-(5-methoxypyridin)yl]-4-penten-2-amine and new intermediates used in said process.

HYDROXYBENZOATE SALTS OF METANICOTINE COMPOUNDS

Patients susceptible to or suffering from conditions and disorders, such as central nervous system disorders, are treated by administering to a patient in need thereof compositions that are hydroxybenzoate salts of E-metanicotine-type compounds. The forma

Concise Enantioselective Synthesis of 3,5-Dialkyl-Substituted Indolizidine Alkaloids via Sequential Cross-Metathesis - Double-Reductive Cyclization

An efficient stereoselective synthesis of two 3,5-dialkyl-substituted indolizidine alkaloids is reported. The convergent syntheses are based on a novel sequence of a cross-metathesis (CM) reaction of an α,β -unsaturated ketone and a chiral homoallylic amine followed by a domino reaction involving hydrogenation, N-deprotection, and two diastereoselective reductive aminations. Our concept presents one of a few examples of a highly selective CM reaction in the synthesis of a natural product.