Problem 21. Cyclobutanes In 1894 Emil Fischer proposed the and for interaction between a drug and “lock key” principle its molecular target. The interaction is efficient only in case of substances having specific complementary geometry that fit exactly to the molecular target. According to this model, a potential drug should accept a definite conformation with the appropriately located functional groups. One of ways to achieve this goal is restriction of conformational mobility of molecules. Recently Ukrainian chemists reported synthesis of conformationally rigid diamines I and J according to the scheme below. The starting compound A was synthesized for the first time in 1958 by J.D. Roberts and F.F. Caserio (authors of the classical textbook on organic chemistry), according to the scheme: Another method for A synthesis is given below: Decipher the schemes. Write down the structural formulae of compounds accounting A-P for the following: C and D are isomers; J has two planes of symmetry; hydrocarbon K has a single type of hydrogen atoms; H = 10.0%; N and O are isomers; H = 3.8%; C = 22.9%. Starting from P, a very interesting compound W was synthesized: 2. Write down the structural formulae of Q-W. 3. Can W be resolved into enantiomers? Problem 22. Introduction to translation
Problem 21. Cyclobutanes In 1894 Emil Fischer proposed the “lock and key” principle for interaction between a drug and its molecular target. The interaction is efficient only in case of substances having specific complementary geometry that fit exactly to the molecular target. According to this model, a potential drug should accept a definite conformation with the appropriately located functional groups. One of ways to achieve this goal is restriction of conformational mobility of molecules. Recently Ukrainian chemists reported synthesis of conformationally rigid diamines I and J according to the scheme below. The starting compound A was synthesized for the first time in 1958 by J.D. Roberts and F.F. Caserio (authors of the classical textbook on organic chemistry), according to the scheme: Another method for A synthesis is given below: Decipher the schemes. Write down the structural formulae of compounds A-P accounting for the following: C and D are isomers; J has two planes of symmetry; hydrocarbon K has a single type of hydrogen atoms; H = 10.0%; N and O are isomers; H = 3.8%; C = 22.9%. Starting from P, a very interesting compound W was synthesized: 2. Write down the structural formulae of Q-W. 3. Can W be resolved into enantiomers? Problem 22. Introduction to translation
Preparatory_problems_IChO_2013.docx