All Notebooks | Help | Support | About
23rd July 2015 @ 07:00

This past month I've had the opportunity to do some work in the lab with Alice Williamson. My aim was the workup of four compounds (SSP-1:4) synthesised in an undergraduate lab

SSP compounds

here's a short summary of what I was able to accomplish: 

SSP-1: Once the bulk of the original solvent was removed, we ran SSP-1 through a silica column. However 1H NMR data suggested that there was still some impurities in the product. We thus ran the product through a second column. 1H NMR data looks promising, but still under analysis.

SSP-2: SSP-2 was succesfully worked up, with promising 1H NMR data.

SSP-3: SSP-3 was also succesfully worked up with promising 1H NMR data.

SSP-4: Unfortunately due to time constraints I wasn't able to finish off the work up of SSP-4, I presume that it will be finished up by Alice however. 

Overall I really enjoyed my time in the lab, met some great people and just had a great experience. I would recommend this to anyone, especially to those doing undergraduate studies in related Science degrees.I would like to thank again Alice Williamson and Mat Todd for providing me with the opportunity and taking the time to help me out on the way. 

All the best,

Sebastien Dath

Attached Files
15th July 2015 @ 11:54

Hi,

I’m Tianyi, currently an exchange student from Nanjing University. I’ll be in Mat’s group for two months and now I am doing some chemistry on the Open Source Malaria project with Alice in lab.

My work mainly focuses on the construction of the MMV669846, which has one less nitrogen in its core structure compared to other molecules. This molecule is promising because it’s biological active against malaria and has improved metabolism. The construction and modification of its core structure is the key to the whole synthesis of this kind of compound.

The first task is to develop new methods for core synthesis.

For modification of the core structure, that is to substitute the hydrogen on 3-position, we’ll develop new methods on bromination chemistry so that we can functionalise the core structure further. We’ll start with 5-chloro-[1,2,4]triazolo[4,3-a]pyrazine as a model.

Our third task is to replace the hydrogen connected to 2-position carbon with groups like methyl etc. We do this in order to improve metabolism of the compound on one hand and to use the substituent group as a handle to attach the compound to the surface of solid on the other hand. We'll start with 5-chloroimidazo[1,2-a]pyrazine.

 

Finally, we’ll see if we can synthesise a functionalised core in only one step.

Attached Files
14th July 2015 @ 01:20

Hi,

I'm Sebastien, currently a second year undergraduate at the University of Sydney. I've been helping out with data mangement online and have started doing volunteer work in the lab with Alice.

My goal over the next upcoming weeks is to seperate and purify four compounds synthesised by students in the Special Students Programme at the University of Sydney, SSP-1:SSP-4 . 

 SSP compounds

1H NMR will be used to confirm that the compounds were correctly seperated and purified.



Strings:

SSP-1:
C12=NN=C(C3=CC=CC=C3)N1C(OCCC4=CC=CC=C4)=CN=C2

InChI=1S/C19H16N4O/c1-3-7-15(8-4-1)11-12-24-18-14-20-13-17-21-22-19(23(17)18)16-9-5-2-6-10-16/h1-10,13-14H,11-12H2

SSP-2:
ClC(C=CC=C1)=C1C2=NN=C3C=NC=C(OCCC4=CC=CC=C4)N32
 
InChI=1S/C19H15ClN4O/c20-16-9-5-4-8-15(16)19-23-22-17-12-21-13-18(24(17)19)25-11-10-14-6-2-1-3-7-14/h1-9,12-13H,10-11H2
 
SSP-3:
ClC1=CC=CC(C2=NN=C3C=NC=C(OCCC4=CC=CC=C4)N32)=C1
 
InChI=1S/C19H15ClN4O/c20-16-8-4-7-15(11-16)19-23-22-17-12-21-13-18(24(17)19)25-10-9-14-5-2-1-3-6-14/h1-8,11-13H,9-10H2
 
SSP-4:
ClC(C=C1)=CC=C1C2=NN=C3C=NC=C(OCCC4=CC=CC=C4)N32
 
InChI=1S/C19H15ClN4O/c20-16-8-6-15(7-9-16)19-23-22-17-12-21-13-18(24(17)19)25-11-10-14-4-2-1-3-5-14/h1-9,12-13H,10-11H2

Attached Files