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Facile Synthesis of Structurally Diverse 3,3′-Disubstituted 1,1′-Binaphthyl-2,2′-diamines in Optically Pure Forms


09 Dec 2016

Simple BINAM ligand synthesis,improvements made for scale-up

Maruoka et al. developed a new synthetic route to access 3,3’-disubstituted BINAM compounds which are nitrogen derivatives of popular axial chiral ligands BINOL and BINAP. Their multi step approach involves in partial hydrogenation of BINAM to H8-BINAM,...

(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)

Desymmetrization Reactions:  Efficient Preparation of Unsymmetrically Substituted Linker Molecules


09 Dec 2016

Innovative,one-pot method to synthesize bifunctional linkers

The paper presents an innovative way to synthesis bi functional linker (in this case azido-amine linkers). The method used described as concurrent reaction-extraction taking place in one pot has attracted a lot of attention. In the synthesis of compound 1 a...

(0)

Toward Optimized High-Relaxivity MRI Agents:  The Effect of Ligand Basicity on the Thermodynamic Stability of Hexadentate Hydroxypyridonate/Catecholate Gadolinium(III) Complexes


09 Dec 2016

Tweaks Necessary to Improve Yield

Summary:

This paper describes the synthesis of a new hydroxypyridinone applicable for MRI technology. The basicity was measured and related to the thermodynamic stability with Gd.

 

Reaction of interest:

Our interest was the formation of the ring...

(2)

Asymmetric synthesis of (−)-α-conhydrine


09 Dec 2016

Exp. Modification Necessary to Address Variable Yield

In one of my recent projects, I need find a method to convert diethyl malonate-d2 into 3-bromopropanol-d6. Following a literature reported procedure (Eur. J. Org. Chem. 2011, 3339–3346), diethyl malonate-d2 underwent lithium aluminum deuteride (LAD) reduction...

(2)

Nickel-Catalyzed Isomerization of 2-Methyl-3-butenenitrile†


09 Dec 2016

Modifications to catalytic isomerization of 2M3BN to 3PN

This article reports the catalytic isomerization of the branched isomer 2-methyl-3-butenenitrile (2M3BN) to the linear isomer 3-pentenenitrile (3PN) by DPEphos nickel species.

The species involved in the isomerization reaction were investigated by...

(2)

Dramatic enhancement of carrier mobility via effective secondary structural arrangement resulting from the substituents in a porphyrin transistor


09 Dec 2016

Thorough study of porphyrin transistor derivatives

Enhancement of carrier mobility due to a secondary structural arrangement resulting from the substituents in a porphyrin transistor was observed. OSCFETs based on two different porphyrin derivatives displayed excellent mobilities of 2.57 and 0.48 cm2 V-1 s-1....

(1)

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...

(1)

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)

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)

Structure−Activity Relationships of 1-(2-Deoxy-2-fluoro-β- l -arabino- furanosyl)pyrimidine Nucleosides as Anti-Hepatitis B Virus Agents


01 Nov 2016

reproducible synthesis process

Synthesized (10) on beach in the lab and also pilot plant when I was working in company. The synthesis procedue is reproducible even in a 5 L scale reaction in the lab.  The starting material L-Xylose canot be abtained from natural substances which results...

(2)

Palladium-Catalyzed Silastannation of Secondary Propargylic Alcohols and their Derivatives


01 Nov 2016

Pd-catalyzed element-element addition to alkynes-a route to bis-functionalized alkenes

Tanner et al. has reported the silastannation reaction of several secondary terminal propargylic alcohols (protected and unprotected) with Pd2(dba)3·CHCl3/ Ph3P (1-2 equivalents of per Pd). Excellent regio and stereoselectivity (cis addition with tin always...

(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...

(1)

Synthesis of 9-(2-deoxy-2-fluoro--D-arabinofuranosyl)adenine bearing a selectively removable protecting group


01 Nov 2016

Synthesis of 2'-fluorinated Adenosine

The article presents a facile and practical method to prepare fluorinated nucleosides, which are known for antitumor and antiviral activity, through introducing fluorine at the up-side of the 2’-carbon of nucleosides.

Particularly, I used this synthetic...

(2)

Synthesis of 9-(2-Deoxy-2-fluoro-.BETA.-D-arabinofuranosyl)adenine Bearing a Selectively Removable Protecting Group.


01 Nov 2016

Synthesis of 2'-fluorinated nucleosides

The article presents a facile and practical method to prepare fluorinated nucleosides, which are known for antitumor and antiviral activity, through introducing fluorine at the up-side of the 2’-carbon of nucleosides.

 

Particularly, I used this...

(1)

High-Performance Single-Crystal-Based Organic Field-Effect Transistors from π-Extended Porphyrin Derivatives


01 Nov 2016

single crystal porphrins based organic materials

In this manuscript, the single crystalline wires were grown from π-extended porphyrin derivatives TTPH2 1  and TTPZn 2, and their unique electronic properties in OFET devices along with single-crystal structures. was readily obtained in relatively high...

(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)

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)