122887-99-4

Upstream product

• 122887-93-8 Toluene-4-sulfonic acid 5-[1,3]dithian-2-yl-pentyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 629-11-8 1,6-hexanediol 
• 75351-33-6 (6-hydroxyhexyl)tosylate 

Downstream Products

• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 1334402-00-4 benzyl 6-(p-toluenesulfonyloxy)hexanoate 
• 1334402-01-5 C₁₃H₁₇FO₄S 
• 1076691-80-9 (Z)-6-(tert-butyldimethylsilyloxy)hex-5-enyl 4-methylbenzenesulfonate 
• 75351-35-8 <5-(1,3-dioxolan-2-yl)pentyl>triphenylphosphonium bromide 
• 75351-34-7 Toluene-4-sulfonic acid 5-[1,3]dioxolan-2-yl-pentyl ester 

Relevant academic research and scientific papers

A metal-free reductive N-alkylation of indoles with aldehydes

A simple metal-free method has been developed for the reductive N-alkylation of indoles employing aldehydes as the alkylating agent and inexpensive Et3SiH as the reductant. A wide range of aromatic and aliphatic aldehydes are viable substrates along with

Amphiphilic dendrimer, synthesis method thereof, and application of amphiphilic dendrimer as drug delivery system

The invention relates to a microenvironment response type amphiphilic dendrimer, a synthesis method thereof, and application of the microenvironment response type amphiphilic dendrimer as a drug delivery system. The microenvironment response type amphiphilic dendrimer is a compound with a structure as shown in a formula (I), a formula (II) or a formula (III) or pharmaceutically acceptable salt of the compound. The compound disclosed by the invention can be used as the nano delivery system based on tumor microenvironment specific response, has good solubility in an aqueous solution, can be self-assembled with a drug in the aqueous solution to form a relatively stable nano compound, can effectively deliver the loaded drug to a tumor site; and can responsively disassembl the nano-drug delivery carrier under corresponding stimulation to achieve the purpose of accurate drug release, so that the drug can be released to the focus part to the greatest extent, and the compound is a novel nano-delivery carrier.

Stereoselective, Multicomponent Approach to Quaternary Substituted Hydroindole Scaffolds

The Amaryllidaceae alkaloids have been a target of synthesis for decades due to their complex architectures and biological activity. A central feature of these natural product cores is a quaternary substituted hydroindole heterocycle. Building off the fou

Cationic Co(I)-intermediates for hydrofunctionalization reactions: Regio- A nd enantioselective cobalt-catalyzed 1,2-hydroboration of 1,3-dienes

Much of the recent work on catalytic hydroboration of alkenes has focused on simple alkenes and styrene derivatives with few examples of reactions of 1,3-dienes, which have been reported to undergo mostly 1,4-additions to give allylic boronates. We find that reduced cobalt catalysts generated from 1,n-bis-diphenylphosphinoalkane complexes [Ph2P-(CH2)n-PPh2]CoX2; n = 1-5) or from (2-oxazolinyl)phenyldiarylphosphine complexes [(G-PHOX)CoX2] (G = 4-substituent on oxazoline ring) effect selective 1,2-, 1,4-, or 4,3-additions of pinacolborane (HBPin) to a variety of 1,3-dienes depending on the ligands chosen. Conditions have been found to optimize the 1,2-additions. The reactive catalysts can be generated from the cobalt(II)-complexes using trimethylaluminum, methyl aluminoxane, or activated zinc in the presence of sodium tetrakis[(3,5-trifluoromethyl)phenyl]borate (NaBARF). The complex, (dppp)CoCl2, gives the best results (ratio of 1,2-to 1,4-addition >95:5) for a variety of linear terminal 1,3-dienes and 2-substituted 1,3-dienes. The [(PHOX)CoX2] (X = Cl, Br) complexes give mostly 1,4-addition with linear unsubstituted 1,3-dienes, but, surprisingly, selective 1,2-additions with 2-substituted or 2,3-disubstituted 1,3-dienes. Isolated and fully characterized (X-ray crystallography) Co(I)-complexes, (dppp)3Co2Cl2 and [(S,S)-BDPP]3Co2Cl2, do not catalyze the reaction unless activated by a Lewis acid or NaBARF, suggesting a key role for a cationic Co(I) species in the catalytic cycle. Regio- A nd enantioselective 1,2-hydroborations of 2-substituted 1,3-dienes are best accomplished using a catalyst prepared via activation of a chiral phosphinooxazoline-cobalt(II) complex with zinc and NaBARF. A number of common functional groups, among them,-OBn,-OTBS,-OTs, N-phthalimido-groups, are tolerated, and er's > 95:5 are obtained for several dienes including 1-alkenylcycloalk-1-enes. This operationally simple reaction expands the realm of asymmetric hydroboration to provide direct access to a number of nearly enantiopure homoallylic boronates, which are not readily accessible by current methods. The resulting boronates have been converted into the corresponding alcohols, potassium trifluororoborate salts, N-BOC amines, and aryl derivatives by C-BPin to C-aryl transformation.

One-pot cascade synthesis of azabicycles via the nitro-Mannich reaction and N -alkylation

A one-pot, metal-free process for the synthesis of azabicycles is developed. The key transformations involved a cascade of double intramolecular cyclizations via the nitro-Mannich reaction and N-alkylation, providing various ring systems of azabicycles in

Stereoconvergent negishi arylations of racemic secondary alkyl electrophiles: Differentiating between a CF3 and an alkyl group

In this report, we establish that a readily available nickel/bis(oxazoline) catalyst accomplishes a wide array of enantioconvergent cross-couplings of arylzinc reagents with CF3-substituted racemic secondary alkyl halides, a process that necessitates that the chiral catalyst be able to effectively distinguish between a CF3 and an alkyl group in order to provide good ee. We further demonstrate that this method can be applied without modification to the catalytic asymmetric synthesis of other families of fluorinated organic compounds.

Nickel-Catalyzed Alkyl-Alkyl Cross-Couplings of Fluorinated Secondary Electrophiles: A General Approach to the Synthesis of Compounds having a Perfluoroalkyl Substituent

Fluorinated organic molecules are of interest in fields ranging from medicinal chemistry to polymer science. Described herein is a mild, convenient, and versatile method for the synthesis of compounds bearing a perfluoroalkyl group attached to a tertiary carbon atom by using an alkyl-alkyl cross-coupling. A nickel catalyst derived from NiCl2 glyme and a pybox ligand achieves the coupling of a wide range of fluorinated alkyl halides with alkylzinc reagents at room temperature. A broad array of functional groups is compatible with the reaction conditions, and highly selective couplings can be achieved on the basis of differing levels of fluorination. A mechanistic investigation has established that the presence of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) inhibits cross-coupling under these conditions and that a TEMPO-electrophile adduct can be isolated.

Chemoselective oxygen-centered radical cyclizations onto silyl enol ethers

(Chemical Equation Presented) A new oxygen-centered radical cyclization onto silyl enol ethers has been developed and utilized for the synthesis of versatile siloxy-substituted tetrahydrofurans. The reactions display excellent chemoselectivity for cyclization onto the electron-rich silyl enol ether when competing terminal alkene cyclization, 1,5-hydrogen abstraction, and β-fragmentation pathways are present. The increased chemoselectivity also allows for the synthesis of tetrahydropyrans, a challenging substrate class to access using oxygen-centered radical alkene cyclizations due to competing 1, 5-hydrogen abstractions.

A SIMPLE METHOD FOR DETHIOACETALIZATION

Thioacetals and thioketals can be cleaved to carbonyl compounds in high yieeds by treatment with bis (trifluoroacetoxyiodobenzene)

STEREOSPECIFIC TOTAL SYNTHESIS AND ABSOLUTE CONFIGURATION OF A MACROCYCLIC LACTONE ANTIBIOTIC, A26771B

The total synthesis of a sixteen-membered macrocyclic lactone antibiotic, A26771B and its absolute configuration are described by using D-glucose as a chiral source.