teases are enzymes that can break covalent bonds in proteins. Proteases play major roles in the regulation of biological processes, ompounds that inhibit their function, called protease inhibitors, have potential as therapeutic agents. While preparing several ential protease inhibitors, compound 1 was converted into compound 3 via alkyne 2, as shown. (J. Org. Chem. 1989, 54, 3963- 2) Draw the structure of alkyne 2, and propose reagents for converting 1 into 3. -p1 Br 2 alle--ell (~-10) Ph = Br Br Br Ph O Edit Drawing 1 OH OH O lodify the given structure of 1 to draw alkyne 2. An eraser is available, and you can use the single bond tool to add/remove pi onds. Ph 3 OH

teases are enzymes that can break covalent bonds in proteins. Proteases play major roles in the regulation of biological processes, ompounds that inhibit their function, called protease inhibitors, have potential as therapeutic agents. While preparing several ential protease inhibitors, compound 1 was converted into compound 3 via alkyne 2, as shown. (J. Org. Chem. 1989, 54, 3963- 2) Draw the structure of alkyne 2, and propose reagents for converting 1 into 3. -p1 Br 2 alle--ell (~-10) Ph = Br Br Br Ph O Edit Drawing 1 OH OH O lodify the given structure of 1 to draw alkyne 2. An eraser is available, and you can use the single bond tool to add/remove pi onds. Ph 3 OH

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.59P

See similar textbooks

Similar questions

Treatment of 1,3,6-cyclononatriene (Compound 1), or its dimethyl derivative (Compound 2), with potassium amide (KNH₂) in liquid ammonia results in the formation of anion 1a or 2a, respectively (J. Am. Chem. Soc. 1973, 95, 3437-3438): 9 15.85a 2 6 3 4 5 Compound 1 (R=H) Compound 2 (R=CH3) * You answer is incorrect. KNH₂ KNH₂ 1a (anion) 2a (anion) Of the following, which is NOT one of the four resonance structures of 1a?
A chiral amine A having the R configuration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3, to form CH2 = O and CH3CH2CH2CHO. What are the structures of A and B?
Gamma(y)-amino butyric acid (GABA) is a neurotransmitter (a chemical that is used to send signals from one neuron to another) of the mammalian central nervous system. In order to understand how GABA works, conformationally restricted analogues, such as compound 1, have been made. During a synthesis of compound 1, compound 2 was subjected to allylic bromination using NBS and a radical initiator (AIBN) instead of light (Aust. J. Chem. 1981, 34, 2231-2236). H₂N. CH3 GABA CO₂H CH3 dddd CH3 H₂N Modify the structures given below to draw all eight possible allylic bromides that can be formed when compound 2 undergoes allylic bromination, considering all possible regiochemical and stereochemical outcomes. You can use the single bond tool to add/remove pi bonds. CH3 CO₂H CH3 solddd CH3 CH3 2 CH₂ CO₂Et
Paroxetine (Paxil) is an antidepressant that is a member of a family of drugs known as Selective Serotonin Reuptake Inhibitors (SSRIS). This family of drugs also includes fluoxetine (Prozac) and sertraline (Zoloft). SSRIS work by inhibiting the reuptake of the neurotransmitter serotonin in the synapses of the central nervous system follow- ing release of serotonin during excitation of individual nerve cells. Between firings, the serotonin is taken back up by a nerve cell in preparation for firing again. Inhibition of reuptake has the effect of increasing the time serotonin molecules remain in the syn- apses following excitation, leading to a therapeutic effect. In one synthesis of parox- etine, the following reagents are used. Draw the structures of synthetic intermediates A and B. F НО SOCI, A B HO Pyridine
2. Draw the structure of the products that will be formed when aniline reacts with nitrous acid at 5 °C, followed by: (a) CUCN (b) CuBr (c) KI (d) (1) HBF4, (2) heat (е) НзРО4, Н-0 (f) Cu2O, Cu2*, H2O
Please explain properly. Q16. Ibuprofen, an example of an NSAID, is the active ingredient in several popular over-the-counter analgesics in the U.S., and it is sold in racemic form, even though only the S-enantiomer is pharmacologically active. Suggest methods that might be used to obtain or prepare ibuprofen in enantiomerically pure form, based on processes and reactions you learned. H CH3 (CH3)2CHCH₂ S-ibuprofen CO₂H
c) Label (if possible) the structure(s) in part (b) as either Z or E double bond isomers. Recently, the Gademann research group from the University of Zurich, completed the synthesis of (+)-Peyssonnosol, a complex natural product (shown below on the left) which contains seven stereocenters. Briefly describe what the "(±)" symbol in front of the synthesized natural product name means. Me, Ме .Me Me HO... Me ... Me Synthesized (±)-Peyssonnosol Starting Materials Used in Synthesis
Gabapentin, an anticonvulsant used in the treatment of epilepsy, is structurally related to the neurotransmitter 4-aminobutanoic acid (GABA). -NH2 -NH, B -СООН COOH Gabapentin 4-Aminobutanoic acid (y-Aminobutyric acid, GABA) Gabapentin was designed specifically to be more lipophilic than GABA and therefore more likely to cross the blood-brain barrier, the lipidlike protective membrane that sur- rounds the capillary system in the brain and prevents hydrophilic (water-loving) com- pounds from entering the brain by passive diffusion. Given the following retrosynthetic analysis, propose a synthesis for gabapentin. -NH, -NH2 CN COOH -COOEt COOEt Gabapentin COOEt COOE. O + COOEt COOEt Cyclohexanone Diethyl malonate
4G 4G 1:54 PM 43 ... H2NCH,CH,CHNH2 CH3 3. Draw structures corresponding to the following IUPAC names: (a) Triethylamine (b) N-Methylaniline (c) Tetraethylammonium bromide (e) N-Ethyl-N-methylcyclopentylamin (d) p-Bromoaniline
(Q6) (a)What is anti-knocking agent? Give examples.
Aniline (conjugate acid pKa 4.63) is a considerably stronger base than diphenylamine (pKa 0.79). Account for these marked differences.
Acid phosphatases are an important group of enzymes that can be detected in human blood serum. Under slightly acidic conditions (pH 5.0), this group of enzymes can hydrolyze biological phosphate esters as follows; R-O-P-O3-2 + H 2O OR-OH + HO-P-O3-2. Acid phosphatases are produced and can be detected in erythrocytes, kidney, spleen, the liver, and prostate gland. The enzyme from the prostate gland is clinically important because an increased activity in the blood is frequently an indication of cancer of the prostate gland. Tartrate ion can strongly inhibit the phosphatase from the prostate gland, but not acid phosphatases from other tissues. How can you use the information above to develop a specific procedure for measuring the activity of the acid phosphatase of the prostate gland in human blood serum?