The aim of studying and bibliography

The main aim of study: The student should obtain knowledge of the general issues of stereochemistry in synthesis of drugs.

The general information about the module: The module is implemented in the second semester. There are 9 hours of lectures and 9 hours of classes. Module ends with a credit.

Bibliography required to complete the module

Bibliography used during lectures

1	Gawroński J., Gawrońska K.	Stereochemia w syntezie organicznej	PWN, Warszawa.	1988
2	Siemion Z.	Biostereochemia	PWN, Warszawa.	1985
3	Morris D.	Stereochemia	PWN, Warszawa.	2008
4	Potapow W.M.	Stereochemia	PWN, Warszawa.	1986
5	Eames J., Peach J.	Stereochemia	Wydawnictwa Uniwersytetu Warszawskiego, Warszawa.	2008

Bibliography used during classes/laboratories/others

1	Morris D.	Stereochemia	PWN, Warszawa.	2008
2	Gawroński J., Gawrońska K.	Stereochemia w syntezie organicznej	PWN, Warszawa.	1988
3	Siemion Z.	Biostereochemia	PWN, Warszawa.	1985
4	Potapow W.M.	Stereochemia	PWN, Warszawa.	1986
5	Eames J., Peach J.	Stereochemia	Wydawnictwa Uniwersytetu Warszawskiego, Warszawa.	2008
6	Gawroński J., Gawrońska K., Kacprzak K., Kwit M.	Współczesna synteza organiczna. Wybór eksperymentów	PWN, Warszawa.	2004

Bibliography to self-study

1	Morris D.	Stereochemia	PWN, Warszawa.	2008
2	Potapow W.M.	Stereochemia	PWN, Warszawa.	1986
3	Gawroński J., Gawrońska K.	Stereochemia w syntezie organicznej	PWN, Warszawa.	1988
4	Eames J., Peach J.	Stereochemia	Wydawnictwa Uniwersytetu Warszawskiego, Warszawa.	2008
5	Siemion Z.	Biostereochemia	PWN, Warszawa.	1985
6	Gawroński J., Gawrońska K., Kacprzak K., Kwit M.	Współczesna synteza organiczna. Wybór eksperymentów	PWN, Warszawa.	2004

Basic requirements in category knowledge/skills/social competences

Formal requirements: Registration for semester II

Basic requirements in category knowledge: Knowledge of the nomenclature, structure, physical and chemical properties of the basic classes of organic compounds and knowlegde of spectral techniques.

Basic requirements in category skills: Ability to name and to predict a chemical properties of organic compounds.

Basic requirements in category social competences: Ability to work in a team.

Module outcomes

MEK	The student who completed the module	Types of classes / teaching methods leading to achieving a given outcome of teaching	Methods of verifying every mentioned outcome of teaching	Relationships with KEK	Relationships with PRK
01	has a basic knowledge of the preparation and separation of stereoisomers	lecture, classes	written test	K_W01++	P7S_WG
02	has a basic knowledge of investigation of the structure of stereoisomers and stereochemically transformations	lecture, classes	written test	K_W08++	P7S_WG
03	has a basic knowledge of planning of stereochemical synthesis of drugs	lecture, classes	written test	K_W12+	P7S_WG
04	can determine the configuration of the stereoisomers and can propose the methods of separation of the stereoisomers	lecture, classes	written test	K_U08+ K_U14++	P7S_UW
05	can propose the methods of investigation of the structure and transformations of stereoisomers	lecture, classes	written test	K_U08+ K_U14++	P7S_UW
06	can individually expand their knowledge in the stereochemically transformations		written test, performance monitoring	K_K01++	P7S_KK

Attention: Depending on the epidemic situation, verification of the achieved learning outcomes specified in the study program, in particular credits and examinations at the end of specific classes, can be implemented remotely (real-time meetings).

The syllabus of the module

Sem.	TK	The content	realized in	MEK
2	TK01	Kinds of stereoisomers. Determination of relative and absolute configuration. Stereochemistry and reactivity.Stereochemistry of organic reactions in the Newman and Fischer projection.Stereoselective and stereospecific reactions. Synthesis and separation of racemates. Biochemical methods of obtaining of stereoisomers. Synthesis and asymmetric induction. Asymmetric transformation and kinetic resolution. Strategy and tactics in organic synthesis, retrosynthetic analysis, enantiomerically convergent and divergent synthesis. Stereochemical influences of the catalyst and solvent. The stereochemistry of enzymatic processes.	W01-W07, C01-C07	MEK01 MEK04 MEK06
2	TK02	Experimental methods for determining the configuration. Conformational analysis. Kinetics of configurational and conformational changes. The use of chromatographic, spectral and chiroptical methods for stereochemical studies.	W08-W12, C08-C12	MEK02 MEK05 MEK06
2	TK03	Stereochemistry in the search and of modifying the leading structure, bioisosterism, reducing the number of conformations, stabilization of conformations, stiffening of the molecule, stereochemical and topographic considerations drug-receptor interaction.	W13 - W15, C13-C15	MEK03 MEK06

The student's effort

The type of classes	The work before classes	The participation in classes	The work after classes
Lecture (sem. 2)		contact hours: 9.00 hours/sem.	Studying the recommended bibliography: 10.00 hours/sem.
Class (sem. 2)	The preparation for a Class: 10.00 hours/sem. The preparation for a test: 12.00 hours/sem.	contact hours: 9.00 hours/sem.
Advice (sem. 2)
Credit (sem. 2)		The written credit: 3.00 hours/sem.

The way of giving the component module grades and the final grade

The type of classes	The way of giving the final grade
Lecture	The test includes the whole scope of material. The final grade depends on the amount of points : 3.0 52.0%-62.0% ; 3.5 62.1%-72.0%; 4.0 72.1%-81.0%; 4.5 81.1%-90.5%; 5.0 90.6%-100%
Class	Activity during lectures, passing 4-5 tests. Repeat test for those who didn’t pass the tests during the semester. The final grade depends on the amount of points: : 3.0 52.0%-62.0% ; 3.5 62.1%-72.0%; 4.0 72.1%-81.0%; 4.5 81.1%-90.5%; 5.0 90.6%-100%.The final grade is a weighted average; the weight of a test is twice greater than a weight of an oral test or minor test.
The final grade	Final grade (K): K = 0,5 w C + 0,5 w Z; where: C, Z - positive evaluation of the classes and lecture; w - factor related to the time of credit, w= 1.0 first term, w = 0.9 second term , w = 0.8 third term. The grade is rounded according to WKZJK.

Sample problems

Required during the exam/when receiving the credit
(-)

Realized during classes/laboratories/projects
(-)

Others
(-)

Can a student use any teaching aids during the exam/when receiving the credit : yes

Available materials : spectroscopic correlation tables

The contents of the module are associated with the research profile: yes

1	B. Dębska; J. Lubczak; A. Strzałka	Polyols and polyurethane foams based on chitosans of various molecular weights	2024
2	E. Chmiel-Bator; J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób otrzymywania poliolu	2024
3	J. Lubczak; A. Strzałka	Sposób wytwarzania wielofunkcyjnych polioli z wykorzystaniem chitozanu	2024
4	J. Lubczak; A. Strzałka	Polyols and Polyurethane Foams Based on Water-Soluble Chitosan	2023
5	J. Lubczak; A. Strzałka	Polyurethane foams with hydroxylated chitosan units	2023
6	J. Lubczak; A. Strzałka	Sposób wytwarzania wielofunkcyjnych polioli	2023
7	J. Lubczak; A. Strzałka	Sposób wytwarzania wielofunkcyjnych polioli z wykorzystaniem chitozanu	2023
8	J. Lubczak; R. Lubczak	Oligoetherols and polyurethane foams based on cyclotriphosphazene of reduced fammability	2023
9	J. Lubczak; R. Lubczak; A. Strzałka	Chitosan Oligomer as a Raw Material for Obtaining Polyurethane Foams	2023
10	J. Lubczak; R. Lubczak; A. Strzałka	Polyols obtained from chitosan	2023
11	J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób wytwarzania mieszaniny polioli	2023
12	J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób wytwarzania wielofunkcyjnych polieteroli	2023
13	E. Chmiel-Bator; J. Lubczak; R. Lubczak; M. Szpiłyk	Polyols and Polyurethane Foams Obtained from Mixture of Metasilicic Acid and Cellulose	2022
14	J. Lubczak; M. Walczak	e-caprolactone and pentaerythritol derived oligomer for rigid polyurethane foams preparation	2022
15	J. Lubczak; R. Lubczak	Increased Thermal Stability and Reduced Flammability of Polyurethane Foams with an Application of Polyetherols	2022
16	D. Broda; B. Dębska; M. Kus-Liśkiewicz; J. Lubczak; R. Lubczak; D. Szczęch; R. Wojnarowska-Nowak	Polyetherols and polyurethane foams from starch	2021
17	E. Bobko; D. Broda; B. Dębska; M. Kus-Liśkiewicz; J. Lubczak; R. Lubczak; D. Szczęch; M. Szpiłyk	Flame retardant polyurethane foams with starch unit	2021
18	J. Lubczak; R. Lubczak; D. Szczęch	Sposób otrzymywania mieszaniny wielofunkcyjnych polieteroli	2021
19	J. Lubczak; R. Lubczak; M. Szpiłyk	Polyetherols and polyurethane foams with cellulose subunits	2021
20	J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób wytwarzania wielofunkcyjnych polieteroli	2021
21	J. Lubczak; R. Lubczak; M. Szpiłyk	The biodegradable cellulose-derived polyol and polyurethane foam	2021
22	J. Lubczak; R. Lubczak; M. Szpiłyk; M. Walczak	Polyol and polyurethane foam from cellulose hydrolysate	2021
23	M. Borowicz; E. Chmiel; J. Lubczak; J. Paciorek-Sadowska	Use of a Mixture of Polyols Based on Metasilicic Acid and Recycled PLA for Synthesis of Rigid Polyurethane Foams Susceptible to Biodegradation	2021
24	E. Chmiel; J. Lubczak	Polyurethane foams with 1,3,5-triazine ring, boron and silicon	2020
25	J. Lubczak; M. Szpiłyk	Sposób wytwarzania oligoeterolu z pierścieniem azafosfacyklicznym	2020
26	J. Lubczak; R. Lubczak; D. Szczęch	From starch to oligoetherols and polyurethane foams	2020
27	B. Dębska; J. Duliban; K. Hęclik; J. Lubczak	Analysis of the Possibility and Conditions of Application of Methylene Blue to Determine the Activity of Radicals in Model System with Preaccelerated Cross-Linking of Polyester Resins	2019
28	E. Chmiel; J. Lubczak	Polyurethane foams with 1,3,5-triazine ring and silicon atoms	2019
29	E. Chmiel; J. Lubczak	Sposób otrzymywania termoodpornych i niepalnych pianek poliuretanowych	2019
30	E. Chmiel; J. Lubczak	Synthesis of oligoetherols from mixtures of melamine and boric acid and polyurethane foams formed from these oligoetherols	2019
31	E. Chmiel; J. Lubczak; R. Oliwa	Boron-containing non-flammable polyurethane foams	2019
32	J. Lubczak; R. Lubczak; D. Szczęch	Sposób otrzymywania mieszaniny wielofunkcyjnych polieteroli	2019
33	J. Lubczak; R. Lubczak; I. Zarzyka	Sposób otrzymywania polieteroli z pierścieniami azacyklicznymi	2019
34	M. Borowicz; B. Czupryński; J. Lubczak; J. Paciorek-Sadowska	Biodegradable, Flame-retardant, and Bio-Based rigid Polyurethane/Polyisocyanurate Foams for Thermal Insulation Application	2019