33398-46-8

Upstream product

• 1068-55-9 isopropylmagnesium chloride 
• 114-70-5 sodium phenylacetate 
• 103-82-2 phenylacetic acid 
• 75-07-0 acetaldehyde 
• 40596-14-3 anti-3-phenyl-4-hydroxy-1-pentene 
• 40596-14-3 (±)-(2R,3S)-3-phenylpent-4-en-2-ol 

Downstream Products

• 124781-92-6 2-cyclohexyl-3-hydroxybutanoic acid 
• 101450-26-4 (+/-)-erythro-3-hydroxy-2-phenyl-butyric acid-(2-diethylamino-ethyl ester) 
• 100939-25-1 α-(1-Hydroxyethyl)benzenessigsaeure-methylester 
• 873-66-5 1-propenylbenzene 
• 766-90-5 cis-1-phenyl-1-propylene 
• 82575-05-1 (2S,3S)-3-Hydroxy-2-phenyl-butyratetetramethyl-ammonium; 
• 70982-83-1 4-methyl-3-phenyloxetan-2-one 
• 19878-97-8 α-(1-Hydroxyethyl)benzenessigsaeure-methylester 
• 70982-83-1 trans-4-Methyl-3-phenyl-2-oxetanon 

Relevant academic research and scientific papers

PYRROLOPYRROLE COMPOSITIONS AS PYRUVATE KINASE (PKR) ACTIVATORS

The disclosure relates to modulating pyruvate kinase and provides novel chemical compounds of formula (I) useful as activators of PKR, as well as various uses of these compounds. PKR activating compounds are useful in the treatment of diseases and disorders associated with PKR and/or PKM2, such as pyruvate kinase deficiency (PKD), sickle cell disease (SCD), and thalassemia.

ERYTHROSELECTIVITY IN ADDITION OF γ-SUBSTITUTED ALLYLSILANES TO ALDEHYDES IN THE PRESENCE OF TITANIUM CHLORIDE

(E)-Crotyltrimethylsilane and (E)-cinnamyltrimethylsilane were allowed to react with aldehydes (RCHO: t-Bu, i-Pr, Et, Me) in the presence of titanium chloride to give erythro homoallyl alcohols with over 93percent selectivity.Lower erythroselectivity was observed in the reaction of (Z)-allylsilanes.

Stereochemistry of the Addition of Carboxylic Acid Dianions to Aldehydes under Kinetic and Thermodynamic Control - Synthesis and Configurational Assignment of 2,3-Disubstituted threo- and erythro-3-Hydroxycarboxylic Acids

Under kinetically controlled conditions (-50 deg C, 10 min) the carboxylic dianions 2 add to aldehydes 3 to give the threo/erythro-adducts 4/5 (Scheme 1); the threo-selectivity markedly increases with the bulkiness of the substituents of 2 or 3 and decreases with the charge/radius ratio of the counter-ions of 2.From these results a syn-transition state with a HOMO-LUMO ineraction between 2 and 3 is derived (Scheme 3).For appropriate substituents a far higher threo-selectivity is observed under thermodynamically (22-50 deg C, 1-3 days) than under kinetically controlled conditions.We describe the isolation of the hydroxy acids 6 and 7, which are formed from 4 and 5 on acidic hydrolysis, and show how their configurations can be unambiguously assigned on the basis of 1H-NMR data.