136176-70-0

Upstream product

• 85433-38-1 methyl 2,3-dibromo-2-methylbutanoate 
• 98558-72-6 2-acetoxy-2-methyl-but-3-enoic acid methyl ester 
• 58588-88-8 Methyl-2(Z)-4-brom-2-brommethyl-2-butenoat 
• 67488-50-0 methyl 2,5-dihydrothiophene-S,S-dioxide-3-carboxylate 
• 81802-34-8 (E)-2-[(trimethylsilyl)oxy]-1,3-pentadiene 
• 33935-64-7 methyl 2-(bromomethyl)-2-butenoate 
• 44641-19-2 methyl 1,3-butadiene-2-carboxylate 
• 98837-36-6 methyl 3-hydroxy-2-methylenebutyrate 
• 180525-61-5 7-acetoxy-3-chloro-5-methylnaphthoquinone 
• 54125-02-9 danishefsky's diene 
• 3710-30-3 1,7-Octadiene 
• 922-67-8 propynoic acid methyl ester 
• 623-91-6 diethyl Fumarate 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 512-74-3 Mikanecinsaeure 

Relevant academic research and scientific papers

The dimerisation of 2-methoxycarbonylbuta-1,3-diene: The importance of paralocalisation energy in assessing diene reactivity

The dimerisation and competitive cycloaddition of 2-methoxycarbonylbuta-1,3-diene with electron-rich dienes has been investigated. Experimental results provide evidence that the enthalpy of the π-system significantly influences the energy of the transition state of cycloadditions of this type. This has been corroborated by ab initio calculations. We propose an early reorganisation of the π-electrons in such cycloadditions to explain the influence stated above.

Identification of potent, selective and orally bioavailable phenyl ((R)-3-phenylpyrrolidin-3-yl)sulfone analogues as RORγt inverse agonists

An X-ray crystal structure of one of our previously discovered RORγt inverse agonists bound to the RORγt ligand binding domain revealed that the cyclohexane carboxylic acid group of compound 2 plays a significant role in RORγt binding, forming four hydrog

PYRROLIDINYL SULFONE RORGAMMA MODULATORS

Described are RORγ modulators of the formula (I), or stereoisomers, tautomers, pharmaceutically acceptable salts, solvates, or prodrugs thereof, wherein all substituents are defined herein. Also provided are pharmaceutical compositions comprising the same. Such compounds and compositions are useful in methods for modulating RORγ activity in a cell and methods for treating a subject suffering from a disease or disorder in which the subject would therapeutically benefit from modulation of RORγ activity, for example, autoimmune and/or inflammatory disorders.

1,7-octadiene-assisted tandem multicomponent cross-enyne metathesis (CEYM)-diels-alder reactions: A useful alternative to Mori's conditions

The use of 1,7-octadiene as an in situ source of ethylene led us to develop a novel multicomponent tandem cross-enyne metathesis (CEYM)-Diels-Alder reaction. The process can be considered a relay metathesis, in which the ethylene liberated in the ring-closing metathesis (RCM) of 1,7-octadiene initiates the tandem sequence. Aliphatic, aromatic, and fluorinated alkynes and several dienophiles are compatible with the process, which is particularly efficient with aromatic alkynes. This methodology constitutes a useful variant of Mori's conditions in CEYM-related reactions. El empleo de 1,7-octadieno como una fuente in situ de etileno nos ha permitido desarrollar un nuevo proceso tandem multicomponente metatesis cruzada de enino-reaccion de Diels-Alder. El proceso puede considerarse como una metatesis por relevos, donde el etileno liberado en la metatesis con cierre de anillo del 1,7-octadieno inicia la secuencia tandem. Alquinos alifaticos, aromaticos y fluorados y varios dienofilos son compatibles con el proceso, que es particularmente eficiente con alquinos aromaticos. Esta metodologia constituye una variante stil de las condiciones desarrolladas por Mori en reacciones de metatesis cruzada de eninos. Ruthenium catalysis: A new, multicomponent, tandem cross-enyne metathesis (CEYM)-Diels-Alder reaction that is mediated by 1,7-octadiene is described. The ethylene liberated in the ring-closing metathesis of this diene initiates the enyne metathesis and, in the presence of a dienophile, the tandem process takes place in an efficient manner (see scheme). Copyright

A simple one-pot preparation of mikanecic acid derivatives via allylic carbamates

Mikanecic acid derivatives can be prepared in high yield from α-hydroxyalkyl acrylates via an allylic carbamate intermediate.

Synthesis of the androgen-receptor antagonists (±)-WS9761 A and B

The non-steroidal androgen-receptor antagonists WS9761 A (1,6,10-trihydroxy-2,8,10-trimethylanthrone) and WS9761 B (1,6,10-trihydroxy-2-hydroxymethyl-8,10-dimethylanthrone) were synthesized for the first time in racemic form by using Diels-Alder methodology followed by regioselective Grignard addition.

First Enantioselective Synthesis of Mikanecic Acid via Diels-Alder Cycloaddition Mediated Construction of Chiral Vinylic Quaternary Center

Chiral mikanecic acid (1) was synthesized in 74 percent enantiomeric purity (92 percent ee after crystallization) via asymmetric Diels-Alder reaction of a novel in situ generated chiral 1,3-butadiene-2-carboxylate (A).

2-Carbomethoxy-1,3-butadiene: an electronically activated diene in cycloadditions with electron-deficient dienophiles

Cross Diels-Alder reactions between 2-carbomethoxy-1,3-butadiene 1 and electron-rich dienes were carried out.It was found that diene 1 had a higher reactivity than even the well-known Danishefsky diene in its Diels-Alder cycloaddition with electron-defici

PREPARATION OF METHYL-2-(ω-IODOALKYL)PROPENOATES AND A FACILE ROUTE TO 2-CARBOMETHOXY-1,3-BUTADIENE

α-Methylene-γ-and-δ-lactones undergo facile ring opening with trimethylsilyl iodide to yield 2-(iodoethyl)propenoic acid and 2-(iodopropyl)propenoic acid respectively, which are methylated to afford the corresponding esters.Treatment of methyl-2-(iodoethyl)propenoate with base generates 2-carbomethoxy-1,3-butadiene which undergoes dimerisation or can be trapped in-situ.