203317-33-3

Upstream product

• 6968-20-3 pentyl methanesulfonate 
• 71-41-0 pentan-1-ol 
• 86-93-1 1-Phenyl-1H-tetrazole-5-thiol 

Downstream Products

• 6111-82-6 (E)-1-phenyl-1-hexene 
• 1179989-37-7 C₁₇H₂₄O₃ 
• 25524-42-9 (Z)-tridec-5-ene 
• 23051-84-5 trans-5-tridecene 
• 1027355-56-1 (1'R,2'R,4R,5R)-2-{2'-[(E)-hex-1''-enyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane 
• 792912-96-0 2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine 
• 16538-48-0 (E)-hex-1-en-1-ylcyclohexane 
• 16538-48-0 (Z)-1-cyclohexanyl-hex-1-ene 

Relevant academic research and scientific papers

Bicyclic Ligand-Biased Agonists of S1P1: Exploring Side Chain Modifications to Modulate the PK, PD, and Safety Profiles

Sphingosine-1-phosphate (S1P) binds to a family of sphingosine-1-phosphate G-protein-coupled receptors (S1P1-5). The interaction of S1P with these S1P receptors has a fundamental role in many physiological processes in the vascular and immune systems. Ago

1-Methyl-1H-tetrazol-5-yl (MT) sulfones in the Julia-Kocienski olefination: Comparison with the PT and the TBT sulfones

The stability and the stereoselectivity of newly prepared n-pentyl 1-methyl-1H-tetrazol-5-yl (MT) sulfone 1a in the Julia-Kocienski reactions were compared with those of the PT sulfone 1b and the TBT sulfone 1c. The improved stability of the anion derived from the n-pentyl MT sulfone 1a enhanced the efficiency of the olefination reactions and gave higher yields of the product alkenes 3 compared with the PT sulfone 1b. Especially high E-selectivity and high yields were obtained from the reaction with aromatic aldehydes and α,β-unsaturated aldehydes. The selectivity of 1a was not so sensitive to the change of base counter ion compared with the PT sulfone 1b. The reaction of the MT sulfones having either ethyl or a longer alkyl chain also gave E-alkenes selectively in high yields.

One-pot preparation of Julia-Kocienski sulfides and sulfones from alcohols

A method for one-pot preparation of Julia-Kocienski sulfides and sulfones from alcohols and thiols is reported. A variety of primary alcohols were converted to the corresponding mesylates by methansulfonyl chloride and triethylamine in THF. After the reaction is complete, thiol (1 or 10) and either NaH or t-BuOK were added. The Julia-Kocienski sulfides 3, 9 and 11 were prepared by one-pot two steps procedure from alcohols in 76–96% yields (16 examples). Furthermore, after the sulfide formation, the reaction mixture was neutralized by p-toluenesulfonic acid and treated with H2O2 and ammonium molybdate in EtOH to give the Julia-Kocienski sulfones 4 in good yields except for trans-2-hexen-1-ol.

Total syntheses of bupleurynol and its analog

An efficient route to the natural products bupleurynol and its analog (RB-2), isolated from Bupleuri Radix, was established based on versatile intermediate (15). In this synthetic route, Sonogashira and Cadiot–Chodkiewicz coupling as well as Julia–Kociens

Stereoselectivity synthetic method of radix bupleuri alkynol and (2Z,8E,10E)-pentadecane-2,8,10-triene-4,6-diyne-1-ol thereof

The invention belongs to the technical field of chemical synthesis, and relates to a stereoselectivity synthetic method of radix bupleuri alkynol and (2Z,8E,10E)-pentadecane-2,8,10-triene-4,6-diyne-1-ol thereof. The method comprises the steps that (2E,8Z)

SUBSTITUTED BICYCLIC COMPOUNDS

Disclosed are compounds of Formulas (I), (II), (III), (IV), and (V) and/or a salt thereof, wherein R1 is OH or OP(O)(OH)2, and X1, X2, X3, R2, R2a, Ra, Rb, and Rc are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein coupled receptor S1P1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

Enantiomerically Pure Vinylcyclopropylboronic Esters

Vinylcyclopropanes are versatile intermediates and products in organic synthesis. The corresponding enantiomerically pure boronic esters should lead to highly flexible building blocks with a variety of applications. A detailed study towards the selective

A stereoselective synthesis of trans-1,2-disubstituted alkenes based on the condensation of aldehydes with metallated 1-phenyl-1H-tetrazol-5-yl sulfones

The reaction of metallated 1-phenyl-1H-tetrazol-5-yl sulfones and aldehydes gives good yields and stereoselectivity of trans-1,2-disubstituted alkenes when potassium or sodium hexamethyldisilazide is used as base and 1,2-dimethoxyethane is used as solvent.