101630-35-7

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 4559-70-0 Diphenylphosphine oxide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 6840-28-4 diphenyl(p-tolyl)phosphine oxide 
• 1031-93-2 diphenyl(p-tolyl)phosphine 
• 619-58-9 4-iodobenzoic acid 
• 64-17-5 ethanol 
• 2272-04-0 diphenyl[(4-carboxy)phenyl]phosphine oxide 
• 586-76-5 4-Bromobenzoic acid 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 348-06-1 p-carboethoxybenzenediazonium tetrafluoroborate 
• 86046-76-6 (1-cyclobutenyl)diphenylphosphine oxide 
• 140-88-5 ethyl acrylate 
• 125261-30-5 p-(ethoxycarbonyl)phenyl triflate 

Downstream Products

• 6840-28-4 diphenyl(p-tolyl)phosphine oxide 
• 5068-20-2 (4-(hydroxymethyl)phenyl)diphenylphosphine oxide 

Relevant academic research and scientific papers

GAP Peptide Synthesis through the Design of a GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization

A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C→N Fmoc peptide synthesis without chromatography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %). Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This new GAP protecting group replaces a polymer support, facilitating C→N Fmoc peptide synthesis without chromatography or recrystallization. Over 1 gram of the immunostimulant, thymopentin, was synthesized in high overall yield (83 %) and purity (99 %).

Catalyst-free P-C coupling reactions of halobenzoic acids and secondary phosphine oxides under microwave irradiation in water

4-Bromo and 3-bromobenzoic acids along with 4-iodobenzoic acid underwent P-C coupling reactions with diarylphosphine oxides in the absence of any catalyst in water as the solvent under microwave irradiation. The phosphinoylbenzoic acids obtained were conv

Visible-Light-Induced Nickel-Catalyzed P(O)-C(sp2) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis

An efficient method has been developed for photocatalytic P(O)-C(sp2) coupling of (hetero)aryl halides with H-phosphine oxides or H-phosphites under the irradiation of visible light or sunlight. The thioxanthen-9-one/nickel dual catalysis mediates this ph

Microwave assisted P–C coupling reactions without directly added P-ligands

Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.

Practical C–P bond formation via heterogeneous photoredox and nickel synergetic catalysis

An efficient C–P bond formation reaction was developed by virtue of the synergetic catalysis strategy by merging heterogeneous photocatalysis and nickel catalysis. This platform utilizing cadmium sulfide semiconductors as heterogeneous photocatalysts and

Nickel-Catalyzed Electrochemical Phosphorylation of Aryl Bromides

A nickel-catalyzed electrochemical cross-coupling reaction of aryl bromides with dialkyl phosphites, ethyl phenylphosphinate, and diphenylphosphine oxide has been developed. This reaction utilizes a simple undivided cell with inexpensive carbon electrodes to synthesize aryl phosphonates, aryl phosphinates, and arylphosphine oxides at room temperature. This protocol provides a mild and efficient route for the construction of C-P bond in moderate to high yields with broad substrate scope.

METHOD FOR SOLUTION-PHASE PEPTIDE SYNTHESIS

The present disclosure relates in general to the field of peptide synthesis. In general, the system provides for solution-phase peptide synthesis methods in organic solvents, some of which are immiscible with aqueous solutions, alkane solvents, or both, that allow for purification with minimal chromatography, recrystallization, or polymer supports, and allows for high overall yield and purity. The disclosed systems and methods support a wide variety of scenarios and include various products and services.

SYSTEM AND METHOD FOR SOLUTION PHASE GAP PEPTIDE SYNTHESIS

Disclosed is a system and method for Fmoc/tBu solution-phase peptide synthesis including the development of a new benzyl-type GAP protecting group, and related uses thereto. This novel GAP protecting group is utilized in place of a polymer support, facilitating C to N Fmoc peptide synthesis without chromatography, recrystallization, or polymer supports. The GAP group can be added and removed in high yield.

Phosphorus-carbon bond formation: Palladium-catalyzed cross-coupling of H-phosphinates and other P(O)H-containing compounds

Two generally applicable systems have been developed for the cross-coupling of P(O)H compounds with Csp2-X and related partners. Palladium catalysis using a ligand/additive combination, typically either xantphos/ethylene glycol or 1,1-bis(diphenylphosphino)ferrocene/1,2- dimethoxyethane, with diisopropylethylamine as the base, proved to be generally useful for the synthesis of numerous P-C containing compounds. Routinely, 2 mol% of catalyst are employed (less than half the amount typically employed in most other literature reports). In most cases, excellent results are obtained with a variety of electrophiles (RX, where R=alkenyl, allyl, alkynyl, etc.). The full account of our studies is disclosed, including tandem hydrophosphinylation/ coupling and coupling/coupling for doubly catalytic phosphorus-carbon bond formation. The methodology compares favorably with any existing literature report. The use of an additive appears to be a generally useful strategy to control the reactivity of phosphinylidene compounds. Copyright

Arenediazonium tetrafluoroborates in palladium-catalyzed C-P bond-forming reactions. Synthesis of arylphosphonates, -phosphine oxides, and -phosphines

A novel palladium-catalyzed synthesis of arylphosphonates from arenediazonium tetrafluoroborates and triethylphosphite or diethylphosphite is presented. The reaction tolerates useful substituents including bromo, chloro, nitro, ether, cyano, keto, and ester groups, can be performed as a one-pot process from anilines omitting the isolation of arenediazonium salts, and can be extended to the preparation of arylphosphine oxides and arylphosphines.