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New Methodology for the synthesis of chloramphenicol
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001
AA00002418_00001
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20210621171235.0
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cr^^n^---ma^mp
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210614n^^^^^^^^xx^^^^^^s^^^^^^^^^^^eng^d
245
00
|a
New Methodology for the synthesis of chloramphenicol
|h
[electronic resource].
260
|a
Edison, NJ :
|b
Middlesex College,
|c
2016 December 15.
490
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Student Symposium 2016.
520
3
|a
For this project, we attempted a new synthesis of Chloramphenicol, An antibiotic used that inhibits the protein synthesis in bacteria. This involves a series of reactions, some of which were to create materials which were unavailable to us, and some of which were essential to the production of the compound. First, we carried out an acylation reaction between Dichloroacetyl Chloride and Aminoacetaldehyde dimethyl acetal with triethylamine to act as a base and ethyl acetate as a solvent. Then, that product underwent a hydrolysis using THF and 2M HCl to convert the acetal to an aldehyde which went in about 75% yield. L-proline was then used to catalyze a reaction in conjunction with DMSO to add 1 equivalent of P-nitrobenzaldehyde to the aldehyde product, which should result in one hydroxyl group facing forward and another one facing backward. L-proline acts to add the hydroxyl groups in a stereochemically-specific way, which should be the D-threo conformation. That reaction was based on a publishing in the Journal of the American Chemical Society by Carlos F. Barbas III, et al. The next reaction involved reduction by Sodium Borohydride to reduce the aldehyde to the corresponding alcohol.
533
|a
Electronic reproduction.
|c
Middlesex County College Institution,
|d
2021.
|f
(Middlesex County College)
|n
Mode of access: World Wide Web.
|n
System requirements: Internet connectivity; Web browser software.
535
1
|a
Middlesex County College Institution.
648
|a
2016-2017
|y
Academic Year 2016-2017.
650
0
|a
College students -- poster presentations.
650
0
|a
Student Works -- Natural Sciences -- poster presentations.
650
0
|a
Chemistry.
650
0
|a
Biochemistry.
650
|a
Middlesex College (Edison, NJ) -- Student works.
650
0
|a
Middlesex County College (Edison, NJ).
650
|a
Student Works -- Natural Sciences -- academic theses.
700
1
|a
Elhalaby, Nancy,
|e
author, primary.
700
1
|a
Ghosh, Phalguni,
|e
advisor.
700
1
|a
Lavey, Brian,
|e
advisor.
700
|a
Middlesex College, Department of Natural Sciences.
|4
spn
830
0
|a
Middlesex County College.
830
0
|a
Student Symposium.
830
0
|a
Student Works.
852
|a
MCC
|c
Student Symposium
856
40
|u
http://middlesexcc.sobeklibrary.com/AA00002418/00001
|y
Electronic Resource
992
04
|a
https:/digital.middlesexcc.edu/content/AA/00/00/24/18/00001/Research Thesis-Nancy Elhalaby 12-15-2016thm.jpg
997
|a
Student Symposium
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