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Bile Acid-Based 1,2,4-Trioxanes: Synthesis and Antimalarial Assessment(1)


19 Feb 2017

Decarboxylative oxidation of lithocholic acid

Summary:

A new series of bile acid-based trioxanes have been synthesized and assessed for their antimalarial activity against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route.

The Reaction of Interest:

Decarboxylative oxidation of...

(2)

pH-Dependent Si-Fluorescein Hypochlorous Acid Fluorescent Probe: Spirocycle Ring-Opening and Excess Hypochlorous Acid-Induced Chlorination


09 Dec 2016

Novel and less expensive Hypo-SiF synthesis

  • Hypo-SiF is uniquely new in finding the high concentration of HOCl
  • Hypo-SiF is reported to be good in finding the HOCl concentration and pH of the media simultaneously at lower concentrtion
  • To obtain clear results, Hypo-SiF needs to be improved and...

(2)

Mo(CO) 3 (CN- t- Bu) 3 (MoBI 3 ), a New Efficient Catalyst for Regioselective Hydrostannations


01 Nov 2016

Hydrostannation of Terminal Acetylenes

The hydrostannation of alkynes is frequently used for the synthesis of vinyl stannanes, which can be subjected to further modifications via a Stille coupling. The major drawbacks of this process result from the difficulties which arise in the control of the...

(2)

Tetraalkylammonium salts in heck-type reactions using an alkali metal hydrogen carbonate or an alkali metal acetate as the base


19 Dec 2016

Seminal paper for phase-transfer Heck-Mizoroki cross coupling

A pinacle reaction of the synthesis required the cross coupling off a two highly heteroatom functionalised fragments, the use of traditional Heck conditions, such as palladium (II) acetate, triphenyl phosphine and triethylamine afforded poor yields and...

(2)

Quinazoline antifolate thymidylate synthase inhibitors: heterocyclic benzoyl ring modifications


09 Dec 2016

Reproducible on smaller scale

Synthesized 2-[N-( tert -Butoxycarbonyl)amino]thiophene (25) and a similar compound (2-[N-( tert -Butoxycarbonyl)amino]-5-bromothiophene) following the same procedure described in the article as method F.

For the synthesis of 25, the reaction was scaled...

(1)

Orthosilicate-Mediated Esterification of Monosubstituted Phosphinic Acids


01 Nov 2016

Orthosilicate-Mediated Esterification of Monosubstituted Phosphinic Acids

The methodology developed by Montchamp and co-workers demonstrated a mild and reliable way to esterify the monosubstituted phosphinic acids.

 

I repeated the preparation of substrate 3 as the entry 5 in table 1 followed their protocol.  The reaction...

(1)

Symmetry and polar-π effects on the dynamics of enshrouded aryl-alkyne molecular rotors


01 Nov 2016

reproducible process and yield

Synthesized similar structures to (13)- "4'-bromo-2',3,5,6'-tetramethoxy-[1,1'-biphenyl]-4-yl trifluoromethanesulfonate" and also other subtitude functional group on 2',3,5,6' position- using the same procedures as are written in the paper in Supporting...

(1)

Über die Konstitution des Sinomenins


01 Nov 2016

Blocking diazonium couplings of aromatic rings

H. Kondo and E. Ochiai Ann. Chem. 1929 470 p224 reported using the iodo group to block Pschorr diazonium cyclizations into an aromatic carbon position when making polycyclic aromatics.  This protocol was repeated by K. Goto and H. Sudzuki Bull. Chem. Soc. Jpn...

(1)

A Cyclic Triphenylamine Dimer for Organic Field-Effect Transistors with High Performance


01 Nov 2016

Review of the novel materials for future organic electronics

The manuscript entitled ''A cyclic triphenylamine dimer for organic field-effect transistors with high performance'' is a nice piece of work. A new OFET based on triphenylamine units with a macrocyclic architect has been described with its potential use as...

(1)

Synthesis and Azidolysis of 2-Chlorotetramethylguanidine. Synthetic Utility of Hexa- and Tetramethylguanidinium Azide


14 Jan 2017

Good synthesis but experimental lacking some useful details

 

The preparation of tetramethylguanidium azide was successfully carried out following the literature preparation (JOC 31, 1426 (1966)).  Hydrazoic acid was prepared as a Et2O solution by adding conc HCl over 30 minutes to a ice cold solution of NaN3 in...

(1)

Ultrahigh Performance Liquid Chromatography−Tandem Mass Spectrometry Method for Fast and Robust Quantification of Anionic and Aromatic Metabolites


15 Nov 2017

LC-MS method for core metabolites; readily implemented.

A method for LCMS analysis and quantification of core metabolites (e.g. NADH/NAD, glycolysis, citrate cycle, etc.) was presented by the authors. I established their method on our own device, which worked well and only required the device-specific typical...

(1)

Mild Decarboxylative Activation of Malonic Acid Derivatives by 1,1′-Carbonyldiimidazole


09 Dec 2016

Wide versatility and good reproducibility

This work by Lafrance and co-work represents a very mild means to induce the decarboxylation of malonic acid derivatives with 1,1-carbonyldiimidazole (CDI). The reactive intermediate carbonyl imidazole moiety can be trapped with various nucleophiles in an...

(2)

Preparation of meta-polyaniline and its related poly(iminoarylene)s by nickel-catalyzed polycondensation of aryl dichlorides with aryl primary diamines


09 Dec 2016

Synthesis of poly(m-aniline) Table 1, Run 1

Under nitrogen, 1,3-dichlorobenzene (1 mmol) and 1,3-diaminobenzene were dissolved in toluene (15 mL). Sodium-tert-butoxide (NaO-t-Bu) (3 mmol), Ni(cod)2 (0.1 mmol), and DPPF (0.3mmol) were added to the solution at room temperature. The reaction mixture was...

(2)

Total Synthesis of Spirobacillene A


08 Feb 2017

Replicable (w/ Minor Modifications)

This paper was about first total synthesis of an indole alkaloid, Spirobacillene A and the key step of this approach was a Lewis acid catalyzed spirocyclization of an anisole derivative onto a tethered ynone.

I tried to replicate some of these reactions...

(2)

Synthesis of the Selective D 2 Receptor Agonist PNU-95666E from d -Phenylalanine Using a Sequential Oxidative Cyclization Strategy


22 Feb 2017

Good synthesis of enantiomerically pure (R)-sumanirole

PNU-95666E (sumanirole) was reported to be a highly selective D2 receptor full agonist. It was originally developed for the treatment of Parkinson’s disease. An eight steps synthesis was developed for the scale up of enantiomerically pure (R)-sumanirole with...

(1)

Paractamol or Aspirin?


23 Jan 2018

Aspirin

(2)

Palladium-Catalysed Synthesis of Enantiopure 1,2,4,5-Tetrahydro-1,4-benzodiazepin-3-(3H)-one Derivatives


01 Nov 2016

Synthesis of N-alkylated Benzodiazepines

I used this published synthetic method for making similar N-alkylated benzodiazepine molecules. The reaction was very reliable and good yielding in case of exact molecule but in my molecule, which was basically 1,4-benzodiazepine-2-one derivative, this...

(1)

Enantioselective formation of functionalized 1,3-disubstituted allenes: synthesis of .alpha.-allenic .omega.-carbomethoxy alcohols of high optical purity


09 Dec 2016

Few Experimental Modifications Implemented to Improve Yield

Synthesized (3) and a compound similar to (4) but with protection on -OH groups. 

For (3): Dissolving CBr4 in dichloromethane instead of pyridine gave a better yield as it involved using only one solvent throughout the reaction. 

For (4): The formation...

(1)

1,1'-Carbonylbis(3-methylimidazolium) triflate: an efficient reagent for aminoacylations


23 Nov 2016

Butane 2,3-Bisacetal Protection of Vicinal Diequatorial Diols

Authours: Jean-Luc Montchamp, Feng Tian, Matthew E. Hart, and J. W. Frost* 

Journal: J. Org. Chem. 1996, 61, 3897-3899 

After searching for an alternate protecting group for the protection of cis-dihydrocatechols, it was found that the butane-bisacetals...

(1)

Dynamic Properties of Polyurea


04 May 2017

Strain rate/ impact loading dependency of polyurea

This communication was outstanding in providing a comprehensive study of polyurea properties for: 

1) Development of constitutive model for polyurea at high strain rate loading conditions

2) Study of polyurea behavior from a quasi-static to ultra high...

(1)