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2018　Organic and Bioorganic Chemistry

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Academic unit or major
Graduate major in Life Science and Technology
Instructor(s)
Yuasa Hideya  Mihara Hisakazu  Seio Kohji  Ohkubo Akihiro  Fuse Shinichiro  Tsutsumi Hiroshi 
Class Format
Lecture     
Media-enhanced courses
Day/Period(Room No.)
Tue3-4(J221,S222)  Fri3-4(J221,S222)  
Group
-
Course number
LST.A402
Credits
2
Academic year
2018
Offered quarter
1Q
Syllabus updated
2018/3/20
Lecture notes updated
-
Language used
English
Access Index

Course description and aims

[Intermediate-to-advanced Level] In order to understand life phenomena in atomic and molecular levels, a deep knowledge about organic chemistry is indispensable. On the other hand, some graduate students might not have gotten enough education on organic chemistry and yet may face the necessity for grasping their study subjects in atomic level. This organic chemistry course aims to give the fundamentals for "the ability to see the world in atomic and molecular levels" to all the students from the beginners to intermediate students by covering from a high school chemistry to advanced organic chemistry.

Student learning outcomes

In the first four lectures, students will focus on the selected topics in undergraduate organic chemistry, thereby lay a foundation on organic chemistry. In the middle stage, where the conversions of functional groups are detailed, students will learn the fundamentals required for organic synthesis and ability to consider various reaction mechanisms at molecular and atomic levels. In the end, students will be able to thoroughly understand the synthetic pathways to natural products and pharmaceutical drugs at molecular and atomic levels.

Keywords

Organic reaction mechanism, Organic electron theory, Molecular orbital theory, Functional group conversion, Retro synthesis, Natural product synthesis, Synthesis of medicinal drugs

Competencies that will be developed

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

Class flow

Five professors are responsible for this course. Each lecture will start with about 10 min summary of the previous lecture. At the end of each class, the points will be briefed. Handouts will be given in each class. All the classes are held in English.

Course schedule/Required learning

  Course schedule Required learning
Class 1 Structure of organic compounds Introductory organic chemistry taught in high school and university, Octet rule
Class 2 Reactivity of organic compounds Acids, bases, polarizability
Class 3 Functional groups and their properties Electron withdrawing, resonance
Class 4 Organic reaction mechanisms Drawing "arrows" to indicate electron shifts
Class 5 Functional group conversion 1: derivatization to leaving groups Nucleophilic addition-elimination reaction
Class 6 Functional group conversion 2: nucleophilic substitution Nucleophilicity, leaving ability, solvent effect
Class 7 Functional group conversion 3: addition reaction, oxidation-reduction Multiple bonds
Class 8 Synthesis of natural products Retrosynthetic analysis, C-C bond formations
Class 9 Synthesis of medical drugs Costs, Toxicity, Bioactivity
Class 10 Chemistry of nucleic acids Phosphoric acids, hetero cyclic compounds
Class 11 Protecting group 1: Protection of alcohols and amines in nucleic acid syntheses Ethers, esters, amides
Class 12 Synthesis of natural and artificial nucleic acids DNA, RNA, Antisense oligonucleotides, aptamers
Class 13 Chemistry of carboxylic acids and related compounds Dehydration condensation
Class 14 Protecting group 2: Protection of amines and carboxylic acid in peptide syntheses Orthogonality
Class 15 Synthesis of bioactive peptides Hormones, medicinal drugs

Textbook(s)

N/A

Reference books, course materials, etc.

“ORGANIC CHEMISTRY AN INTERMEDIATE TEXT” second ed., Robert V. Hoffman, WILEY (2004).
Essential graduate courses for bioscience and bioengineering - organic chemistry, H. Yuasa, ed, TokyoTech Press (2011).
Advanced Organic Chemistry, Fifth Edision, Part B: Reactions and Synthesis, F.A. Carey and R. J. Sundberg, Springer (2007).　

Assessment criteria and methods

Small tests given in the classes (20%). Achievement is evaluated by a term-end examination (80%).

Related courses

  • LST.A202 ： Organic Chemistry I (alkanes and haloalkanes)
  • LST.A207 ： Organic Chemistry II (alcohols and alkenes)
  • LST.A212 ： Organic Chemistry III (benzene and ketones)
  • LST.A217 ： Organic Chemistry IV (carbonyl compounds and amines)
  • LST.A333 ： Bioorganic Chemistry

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

Knowledge on undergraduate-level organic chemistry

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

hyuasa[at]bio.titech.ac.jp

Office hours

Please make a reservation by e-mail, then come to #803 in J2 building at the appointed time.

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