Biotage® Initiator+

The cyclic peptide mupain-1 (CPAYSRYLDC) is an inhibitor of the cancer-related urokinase-type plasminogen activator. Here we show the synthesis of a non-natural arginine building block precursor using MAOS.
Tags: Application Notes

PNA oligomers have interesting properties such as their increased thermal and chemical stability and resistance to enzymatic degradation which drives their use in various molecular biology, molecular diagnostic, microarray, biosensor and antisense applications. In this study we synthesize two PNA oligomers on a small scale using the Biotage® Initiator+ Alstra™ microwave peptide synthesizer.
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This application note describes a method for sample preparation of different matrixes prior to amino acid analysis according to IS ISO 13903:2005 or the similar AOAC Official Method 994.12 using Biotage® Initiator+ to speed up the process.
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The formation of diarylamines by reacting anilines with aromatic electrophiles is, usually, a reaction demanding long reaction times, high temperatures and strong bases, in order to obtain acceptable yield, due to the low nucleophilicity of anilines.1 The Buchwald-Hartwig cross-coupling reaction is a very useable and elegant solution to this problem.2,3,4 Anticipating the classical metal-free SNAr-amination reaction, without using Pd-catalysts and strong bases, with only higher temperature and pressure as tool as depicted in the Scheme below,1 gives no product at all at 180 ºC and very low conversion (9 %) at 220 ºC for 15 minutes when heating by microwaves.5 Remainder was unreacted starting material.
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The formation of diarylethers by reacting an arylhalide and phenol is usually a reaction demanding long reaction times, high temperatures and strong bases, in order to obtain acceptable yield. The substitution patent of the electrophile and the nucleophile affects the reaction times mostly. A sterically hindered electrophile and a strongly deactivated nucleophile as outlined in the (Scheme 1) below, gives a very low yield (13 %) at conventional reflux for 2 weeks.1,2 Remainder was recovered starting material. We have previously reported the dramatically shortened reaction time to 1 hour along with improved yield running the reaction outlined in the Scheme by heating by microwaves.
Tags: Application Notes, English

Quinolines are an important class of broad-spectrum antibiotics1 that were traditionally obtained by refluxing an aniline and diethyl ethoxymethylemalonate (Scheme 1) for several hours often in low yield.2 Heating the reaction mixture by microwaves to temperatures above the boiling points, with or without solvents, improves the yields and shortens the reaction time dramatically.3-6
Tags: Application Notes, English

The rapid synthesis of the non-steroidal anti-inflammatory agent Fenclofenac (2-(2,4-dichlorophenoxy)phenyl acetic acid) under microwave irradiation is reported. Modified reaction conditions of traditional Ullmann ether coupling resulted in high yields of the diaryl ether. The Willgerodt–Kindler transformation and subsequent hydrolysis of thioamide resulted in 52% overall yield of Fenclofenac.
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A one-pot process for the preparation of Acyclovir from guanine is described. The key step involves a trimethylsilyl triflate (TfOTMS)-catalysed reaction of silylated guanine with 1,3-dioxalane under microwave irradiation. With this method, the yield is in the same range as with conventional heating, but the speed of the reaction is increased by a factor of 85.
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Heck reactions utilizing a thermostable catalyst in combination with microwave irradiation have been performed. A substantial enhancement of reaction rates as well as excellent regiocontrol could be obtained under microwave conditions without using inert gas. A slight increase in yield was also noted.
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Solid-Phase Suzuki couplings using microwave irradiation have been performed. The reaction times were considerably shorter than those required using conventional heating conditions.
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An efficient 2-step synthesis of bezafibrate from tryamine under microwave conditions has been developed using SmithReactionKitTM and Microwave Syntheses technology.
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Biotage has developed tools for every step of the organic process, with the entire workflow in mind. This dedicated suite of products vastly expands the range of options in order to truly accelerate discoveries of new molecules for future innovations.
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Speeding up reactions has never been easier. Biotage microwave synthesizers are the first-choice tools for organic chemists who need to accelerate their production of new compounds. Initiator, Initiator+, robot, vials, phase separator, work up tools
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I got to take a tour of the undergraduate lab at California State University, San Marcos with Dr. Robert Lafe. His lab is one of the first to have the new Biotage® Selekt Flash Purification System paired with the Sfär columns. We discussed how his undergraduate researchers were impacted by the broadened capabilities and their opportunity to learn about new instruments, and how it has affected his own research in his goals to gain tenure at the university.
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On Aug 30, 2017 a scientific literature search for the keywords Biotage AND peptide was performed by Biotage personnel. The search identified 5380 peer-reviewed publications from the global community, excluding patents and simple citations. Below are approximately 100 titles illustrating the breadth and depth of research in which Biotage tools are utilized.
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User Case: Kissei Pharmaceutical Co., Ltd. One of Japan’s innovative pharmaceutical companies uses Isolera™ flash purification systems and Biotage® Initiator+ microwave synthesizers in the development of new prescription drugs. Modern lab instruments contribute to efficient use of time and resources at Kissei Pharmaceuticals.
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User report: Initiator. Prof. Nakamura at the Gakushuin University has described the Initiator as an essential tool for his group’s cutting-edge research. We asked Prof. Nakamura for his views on the latest trends in the fields of organic synthesis and drug discovery.
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Vial preparation: 1) Remember to add stir bar for efficient mixing. Catalysts, salts, or visible precipitate should be washed clear of head space and into solution. Particles adhering to glass head space could cause excessive heating increasing possibility of failure of vial. Stay within specified vial volume range (see diagram for proper filling).
Tags: Manuals & User Guides

Translated versions of the Safety chapter available in the Biotage® Initiator+ Installation and Safety document (P/N 355976). Languages: Danish, Dutch, Finnish, French, German, Italian, Japanese, Spanish, and Swedish.
Tags: Danish, Dutch, Finnish, French, German, Italian, Japanese, Manuals & User Guides, Spanish, Swedish

Biotage® Initiator Installation and Safety
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Quick Start, Instrument Overview, Software Overview, Biotage® PathFinder, Getting Started with Microwave Synthesis, Open Reactor Access, Maintenance, and General Information.
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Initiate success in Chemical education with Microwave Assisted Organic Synthesis. This leaflet contain example reactions that could be adapted for use in the teaching laboratory. Keywords: initiator+
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Presentation outlining MW synthesis: conditions, vial venting.
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Project I •Metal-mediated [2 + 3] cycloaddition to coordinated nitriles -- synthesis of new transition metal complexes -- synthesis of new heterocycles -- enantioselective synthesis of heterocycles role of microwaves? Project II • Platinum-catalysed cycloisomerisation of alkynes -- Synthesis of Taxol-like compounds -- highly efficient and atom economic chemistry role of microwaves?
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Synthetic chemistry is hard enough; purifying the reaction product can be even more challenging. If your reaction mixture shows you made your target but also many byproducts, what do you do? You can resynthesize using different reaction conditions, use advanced work-up procedures, or you can purify using high-performance flash chromatography.
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We have successfully developed a rapid and efficient microwave-assisted protocol for the preparation of Neu5Ac congeners that are important intermediates for clinically-relevant derivatives of Neu5Ac. The syntheses were performed using readily available reagents, improved on established techniques, and used more benign reagent for peracetylation. Moreover, the protocol that we developed is 1 to 2 orders of magnitude faster than conventional methods. Initiator+ SPWave synthesis system Dhananjaya Sahoo, I. Abrrey Monreal, and Jonel P. Saludes
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In order to obtain a fast synthesis of an N-unprotected tripeptide, microwave (mw) assisted deprotection, coupling and partial deprotection were applied starting with a purified protected dipeptide [Fig. 1]. The three consecutive mw assisted steps were performed without any intermediate purifications and were accomplished within some 30 minutes. The resulting crude mixture containing the Boc deprotected tripeptide ester was shown to be quite complex [Fig. 2]. The crude product was subjected to automated reversed phase flash chromatography, followed by automated fraction pooling and “thin film evaporation”. The total time for the entire procedure was 1 h 20 min. The purity of the product was > 99%.
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For high efficiencyin parallel synthesisand method developement short reaction timesare essential. We have examinedthe possibilityof maintaining reported selectivities[1]in rapid, high temperaturepalladium-catalyzed asymmetric allylic alkylations. Reactions were promotedby useof singlemode microwave heating(vide infra),[2]which oppositeto conventional oilbath heating(wallheat transfer) rapidlyand almost homogeneouslyheat largeparts of the sample(internalheat transfer).
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The Initiator+ is a flexible system that utilizes all Biotage vials, from 0.2 to 20 mL, in any order or combination, at any time without system modifications, delivering greater flexibility and direct scale-up from milligrams to grams.
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The 60-position sample bed supports the production of focused libraries, multi-user environments and scale-out. Flexible operation enables the use of both large and small vials in combination at any time and in any order without manual intervention.
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