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2025 (Current Year) Faculty Courses School of Materials and Chemical Technology Department of Chemical Science and Engineering Graduate major in Chemical Science and Engineering

Advanced Organic Synthesis II

Academic unit or major
Graduate major in Chemical Science and Engineering
Instructor(s)
Shigekazu Ito
Class Format
Lecture
Media-enhanced courses
-
Day of week/Period
(Classrooms)
Class
-
Course Code
CAP.A424
Number of credits
100
Course offered
2025
Offered quarter
4Q
Syllabus updated
Mar 19, 2025
Language
English

Syllabus

Course overview and goals

[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.

Course description and aims

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

  • 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/Objectives

Course schedule Objectives
Class 1 Overview of heterocycles for medicine Explain importance of heterocyclic compounds in drug developments.
Class 2 Synthesis of heterocycles for medicine 1: five-membered rings Explain synthesis of drugs containing 5-membered heterocyclic structures.
Class 3 Synthesis of heterocycles for medicine 2: six-membered rings and fused structure Explain synthesis of drugs containing 6-membered and fused heterocyclic structures.
Class 4 Synthesis of heterocycles for medicine 3: seven-membered rings Explain synthesis of drugs containing 7-membered heterocyclic structures.
Class 5 Stereochemistry of heterocycles, Agricultural chemicals Explain stereochemistry of heterocycles. Explain importance of heterocyclic compounds in agricultural chemicals.
Class 6 Functional dyes, Chemistry of heterocyclic carbenes, Cyclic compounds containing heavier elements Explain importance of heterocyclic compounds in functional dyes. 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.

Study advice (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.

Evaluation methods and criteria

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

Prerequisites

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.