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2018　Advanced Molecular Design for Organic Synthesis I

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Academic unit or major
Graduate major in Chemical Science and Engineering
Instructor(s)
Tanaka Hiroshi 
Class Format
Lecture     
Media-enhanced courses
Day/Period(Room No.)
Fri3-4(H118)  
Group
-
Course number
CAP.A521
Credits
1
Academic year
2018
Offered quarter
3Q
Syllabus updated
2018/3/20
Lecture notes updated
-
Language used
Japanese
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Course description and aims

[Summary of Lecture] In this lecture, planning of the multi-step synthesis of organic compounds will be explained.
[The aim of the lecture] In the synthesis of complex organic compounds, it is important to design synthetic strategy consist of multiple reactions. In this lecture, at first students understand the relative merits of the diversity of the synthesis method. Based on the knowledge, next students understand the points to be aware of when considering the efficient synthesis method. That basis, students understand the technique to solve each problems. In particular, we will discuss methods for construction of the quaternary carbon. Based on the knowledge, students cultivate the ability to develop a synthetic strategy of relatively simple linear organic compounds.

Student learning outcomes

By course of this lecture, to acquire the following capabilities.
(1) Ability to explain the relative merits of the multi-step synthesis.
(2) Ability to understand the advantages of chemoselective reaction in the multi-stage synthesis.
(3) Ability to explain the structure to make it difficult to synthesize.
(4) Ability to explain about the quaternary carbon construction method.
(5) Ability to design synthesis strategy of simple linear compounds

Keywords

Efficiency of organic synthesis, construction of skeleton, transformation of functional groups, carbonyl group

Competencies that will be developed

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

Class flow

In this lecture, it is discussed the diversity of merit of each synthetic schemes. In addition, we focus on organic synthesis to use the carbonyl group, to understand the advantages and disadvantages of its synthesis. Further, students understand the synthetically difficult structure. In addition, methods for the synthesis of the quaternary carbon center will be explained. 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 Introduction (merits and demerit of synthetic schemes) Explain merits and demerit of synthetic schemes.
Class 2 Analysis of scheme for the synthesis of organic molecules based on coupling reaction Explain efficiency of scheme for the synthesis of organic molecules based on carbon-carbon bond formation.
Class 3 Synthetic strategy based on carbonyl chemistry Explain merits and demerit of synthetic schemes based on carbonyl chemistry.
Class 4 merit of chemoselecitve reaction and its application to organic synthesis Explain merit of chemoselective reaction.
Class 5 Analysis and calcification of the synthetically difficult structure Explain the synthetically difficult structure.
Class 6 Calcification of reactions in terms of design of synthetic scheme Explain calcification of reactions in terms of design of synthetic scheme.
Class 7 Synthesis of the quaternary carbon center Explain synthesis of the quaternary carbon center.
Class 8 Practice problems and interpretation for confirming the level of understanding Solve practice problems by accurate understanding of the above all lectures.

Textbook(s)

undecided

Reference books, course materials, etc.

Organic Synthesis: The Disconnection Approach, 2nd Edition Wily ISBN: 978-0-470-71236-8

Assessment criteria and methods

Term-end examination (85%), level of class participation (15%) (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.A423 ： Advanced Organic Synthesis I
  • CAP.A424 ： Advanced Organic Synthesis II
  • CAP.A522 ： Advanced Molecular Design for Organic Synthesis II

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

The condition of the study will not be made, but it is desirable to study Advanced Design of Organic Reaction Processes I & II (CAP.A421・CAP.A422) or Advanced Organic Synthesis I & II (CAP.A423・CAP.A424)

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

thiroshi[at]apc.titech.ac.jp

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