2022 Advanced Organic Synthesis II

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Academic unit or major
Graduate major in Chemical Science and Engineering
Instructor(s)
Ito Shigekazu 
Class Format
Lecture    (Livestream)
Media-enhanced courses
Day/Period(Room No.)
Thr1-2(S423)  
Group
-
Course number
CAP.A424
Credits
1
Academic year
2022
Offered quarter
4Q
Syllabus updated
2022/5/11
Lecture notes updated
-
Language used
English
Access Index

Course description and aims

[Summary of the lecture] In this lecture, heterocyclic compounds in drugs are overviewed, and the synthesis of medicines including construction of heterocyclic structures is presented. Stereochemistry is also discussed. Also agricultural chemicals, functional dyes, N-heterocyclic carbenes and the heavier cyclic compounds are explained. This is a continuation of Advanced Organic Synthesis I.
[Aim of the lecture] Heterocyclic structures in drugs are overviewed, and synthetic processes of the heterocyclic medicines are explained. Stereochemistry is also discussed. Furthermore, heterocyclic structures for functional materials such as agriculture chemicals and catalysis.

Student learning outcomes

By the end of this course, students acquire the following ability:
(1) Explain examples of drugs containing heterocyclic structures.
(2) Explain synthetic processes of commercially available drugs.
(3) Explain stereochemistry of heterocyclic compounds.
(4) Explain novel applications of heterocyclic compounds.

Keywords

drugs, organic synthesis, stereochemistry, agricultural chemicals, dyes, heterocyclic carbenes, catalysts, heavier elements

Competencies that will be developed

Specialist skills Intercultural skills Communication skills Critical thinking skills Practical and/or problem-solving skills

Class flow

This lecture will proceed in the following order: (1) overview of heterocyclic structures in drugs, (2) synthetic processes for commercially available drugs, (3) stereochemistry of heterocycles, and (4) recent progress of heterocyclic chemistry. In the last day, practice problems and interpretation of them will be carried out to confirm the level of understanding.

Course schedule/Required learning

  Course schedule Required learning
Class 1 Synthesis of heterocycles for medicine 1: five-membered rings Explain synthesis of drugs containing 5-membered heterocyclic structures.
Class 2 Synthesis of heterocycles for medicine 2: six-membered rings and fused structure Explain synthesis of drugs containing 6-membered and fused heterocyclic structures.
Class 3 Synthesis of heterocycles for medicine 3: seven-membered rings Explain synthesis of drugs containing 7-membered heterocyclic structures.
Class 4 Stereochemistry of heterocycles Explain stereochemistry of heterocycles.
Class 5 Agricultural chemicals, Functional dyes Explain importance of heterocyclic compounds in agricultural chemicals and functional dyes.
Class 6 Chemistry of heterocyclic carbenes, Cyclic compounds containing heavier elements Explain recent progress on heterocyclic carbenes and cyclic compounds containing heavier elements.
Class 7 Practice problems and interpretation for confirming the level of understanding Solve practice problems by accurate understanding of the above all lectures.

Out-of-Class Study Time (Preparation and Review)

To enhance effective learning, students are encouraged to spend approximately 100 minutes preparing for class and another 100 minutes reviewing class content afterwards (including assignments) for each class.
They should do so by referring to textbooks and other course material.

Textbook(s)

None required.

Reference books, course materials, etc.

1) L. D. Quin, "Fundamentals of Heterocyclic Chemistry" ISBN-13:978-047056695
2) S. P. Nolan Ed. "N-Heterocyclic Carbenes in Synthesis" ISBN 3-527-31400-8
3) Materials used in class can be found on OCW-i.

Assessment criteria and methods

Practice problems and interpretation for confirming the level of understanding (70%), level of class participation (30%) (The level of class participation will be calculated by discussion, small examination and so on in the lecture.)

Related courses

  • CAP.A421 : Advanced Design of Organic Reaction Processes I
  • CAP.A422 : Advanced Design of Organic Reaction Processes I
  • CAP.T431 : Advanced Organometallic Chemistry and Catalysis I
  • CAP.T432 : Advanced Organometallic Chemistry and Catalysis II
  • CAP.A521 : Advanced Molecular Design for Organic Synthesis I
  • CAP.A522 : Advanced Molecular Design for Organic Synthesis II

Prerequisites (i.e., required knowledge, skills, courses, etc.)

Students must have successfully completed Advanced Organic Synthesis I.

Contact information (e-mail and phone)    Notice : Please replace from "[at]" to "@"(half-width character).

ito.s.ao[at]m.titech.ac.jp

Office hours

Make a reservation for an e-mail in advance.

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