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(a)
Interpretation:
Phe-Leu-Val-Phe and Ala-Val-Leu-Ile was synthesized using Merrifield synthesis and the steps used for the synthesis has to be identified.
Concept introduction:
Peptides can be synthesized in more yield by using the method developed by R. Bruce Merrifield. A peptide containing a large number of amino acid residue can be synthesized easily by this method. The coupling of the amino acid residues are done without purification. The key steps involved in Merrifield Synthesis are,
- Attachment of Boc-protected residue to
polymer . - Removal of Boc Protecting group.
- Coupling with another Boc-protected amino acid using DCC.
- For each amino acid that is added to the growing peptide chain removal of Boc and coupling is done.
- Removal of Boc and detachment of peptide from the polymer.
To identify: To identify all the steps used to prepare Phe-Leu-Val-Phe via Merrifield synthesis.
(b)
Interpretation:
Phe-Leu-Val-Phe and Ala-Val-Leu-Ile was synthesized using Merrifield synthesis and the steps used for the synthesis has to be identified.
Concept introduction:
Peptides can be synthesized in more yield by using the method developed by R. Bruce Merrifield. A peptide containing a large number of amino acid residue can be synthesized easily by this method. The coupling of the amino acid residues are done without purification. The key steps involved in Merrifield Synthesis are,
- Attachment of Boc-protected residue to polymer.
- Removal of Boc Protecting group.
- Coupling with another Boc-protected amino acid using DCC.
- For each amino acid that is added to the growing peptide chain removal of Boc and coupling is done.
- Removal of Boc and detachment of peptide from the polymer.
To identify: To identify all the steps used to prepare Ala-Val-Leu-Ile via Merrifield synthesis.
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Chapter 25 Solutions
Organic Chemistry, Third Edition Binder Ready Version
- B 1 of 2 Additional problems in preparation to Midterm #1: 1.) How can the following compounds be prepared using Diels-Alder reaction: CH3 O CN (a) (b) CN CH3 2.) What is the missing reagent in the shown reaction? H3C + ? H3C H3C CN H3C ''CN (၁) H 3.) Write the products 1,2-addition and 1,4-addition of DBr to 1,3-cyclohexadiene. Remember, D is deuterium, a heavy isotope of hydrogen. It reacts exactly like hydrogen. 4.) In the shown reaction, which will be the kinetic product and which will be the thermodynamic product? H3C CI H3C HCI H3C + 5.) Which of the following molecules is aromatic? (a) (b) (c) H 6.) Which of the following molecules is aromatic? (a) (b) (c) 7.) Write the mechanism for the shown reaction. + Ха AICI 3 CI 8.) Suggest reagents that would convert benzene into the shown compounds. CI NO2 -8-6-6-8-a (a) (b) (c) (d) (e) (a) SO3H Brarrow_forwardThe number of 2sp^2 hybridized atoms in is: A. 8; B. 6; C.4; D.2; E.0;arrow_forwardThe highest boiling compound from among the following isA. 2-methylheptane; B. 3-methylheptane; C. 2,2-dimethylhexane;D. octane; E. 2,2,3-trimethylpentanearrow_forward
- Which of the following features are found in the most stable structure ofCH5NO that does not have a CO bond?w. a π bond, x. two NH bonds, y. one OH bond, z. 3 lone pairsA. w, x; B. x, y; C. y, z; D. x, y, z; E. all of them.arrow_forwardWhich one of the following functional groups is not present in thecompound shownA. amine; B. aldehyde, C. ether; D. amide. E. ketonearrow_forwardWhich of the following formulas correspond to at least one compound inwhich resonance is important?w. C2H5N x. C3H5Br; y. C3H4; z. C4H6.A. w, x, y; B. x, y, z; C. w, x, z; D. w, y, z; E. all of themarrow_forward
- Predict the product(s) that are formed after each step for reactions 1-4. In each case, consider formation of any chiral center(s) and draw all expected stereoisomers. 1) OH 1) HBr (SN2) 2) NaOH, heat 3) BH3, THF 4) H2O2, NaOH 2) OH 1) SOCI 2, py 2) NaOEt 3) Br2, H₂O 3) OH 1) H2SO4 conc. 2) HBr, ROOR 3) KOtBu 4) OH 1) TsCl, py 2) NaOEt 3) 03 4) DMSarrow_forwardWhich of the following rings has the least strain in its most stableconformation?A. Cyclobutane; B. Cyclopentane; C. Cyclohexane; D. Cycloheptane;E. Cyclooctanearrow_forwardThe number of different carbon skeletons that have a main chain of 9carbons and an ethyl branch isA 3; B. 4; C. 5; D. 6; E. 7arrow_forward
- Q5: Classify the following pair of molecules as constitutional isomers, enantiomers, diastereomers, the same molecule, or completely different molecules. Br O CI Br OH OH 111 Br .!!!/Br F OH and ...m Br Br OH CI Br OH ་་་་་" ། ་arrow_forwardConsidering only rotation around the 1-2 bond, how many differentstaggered conformations are there of 1,2-dibromo-1,2-dichloropropane?A: 2; B. 3; C. 4; D. 6; E. more than 6.arrow_forwardcan you help me solve thisarrow_forward
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