Busulfan is a cell cycle non-specific alkylating antineoplastic agent or simply a chemotherapy drug in use since 1959. Busulfan is far more cytotoxic than two molecules of methyl mesylate (CH3OSO2CH3) because it can crosslink DNA strands. Using 1,2-ethanedithiol as a model compound show the structure of the product formed in the following reaction, where two ends of 1,2-ethanedithiol are linked. CH3 -SH HS Busulfan 1,2-ethanedithiol

Busulfan is a cell cycle non-specific alkylating antineoplastic agent or simply a chemotherapy drug in use since 1959. Busulfan is far more cytotoxic than two molecules of methyl mesylate (CH3OSO2CH3) because it can crosslink DNA strands. Using 1,2-ethanedithiol as a model compound show the structure of the product formed in the following reaction, where two ends of 1,2-ethanedithiol are linked. CH3 -SH HS Busulfan 1,2-ethanedithiol

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.63P

See similar textbooks

Similar questions

Although codeine occurs in low concentration in the opium poppy, most of the codeine used in medicine is prepared from morphine (the principal component of opium) by the following reaction. Explain why selective methylation occurs at only one OH in morphine to give codeine. Codeine is a less potent and less addictive analgesic than morphine. но. CH,0. [1 кон H [2] CH3I H. CH3 H Ho morphine H. CH3 Ho codeine
Taxol is a powerful anticancer agent that was first isolated from the bark of the Pacific yew tree (Taxus brevifolia) in 1967 The structure of Taxol, shown below wasn't elucidated until 1971. Taxol prevents tumor growth by inhibiting the division C cells, or mitosis, in some types of cancer cells; and in other types of cancer cells, it induces cell death. or apoptosis. Taxol is now commonly prescribed as a treatment for breast and ovarian cancers. What functional groups are NOT present in taxol? NH OH .0.... Taxol (paclitaxel) HO Select one: O a. Aldehyde and Alcohol O b. Amide and Aldehyde Oc. Ester and Alcohol O d. Ketone and Ether O e. Carboxylic Acid and Amine OH
what is the structure of o-methylphenoxide anion and what is its pKa?
Treatment of ethyl acetoacetate with NaOEt (2 equiv) and BrCH2CH2Br forms compound X. This reaction is the rst step in the synthesis of illudin-S, an antitumor substance isolated from the jack-o’-lantern, a poisonous, saffron-colored mushroom. What is the structure of X?
Aspartame, the sweetener used in the commercial products NutraSweet and Equal, is 200 times sweeter than sucrose. What products will be obtained if aspartame is hydrolyzed completely in an aqueous solution of HCl?
Look up the structure of lisdexamfetamine (Vyvanse), a drug used in the treatment of attention deficit hyperactivity disorder (ADHD). Redraw it and identify all the functional groups present. What is known about itstherapeutic properties?
Draw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. [1] SOCl2; [2] CH3CH2CH2NH2 (excess)
Treatment of ethyl acetoacetate with NaOEt (2 equiv) and BrCH2CH2Br forms compound X. This reaction is the first step in the synthesis of illudin-S, an antitumor substance isolated from the jack-o'-lantern, a poisonous, saffron-colored mushroom. What is the structure of X?
The widely used anticoagulant warfarin (see Chemical Connections: From Moldy Clover to a Blood Thinner in Chapter 18) is synthesized from 4-hydroxycoumarin, benzaldehyde, and acetone as shown in this retrosynthesis. Show how warfarin is synthesized from these reagents.
The formation of Br2 from NBS first involves the reaction of NBS with HBr to form an iminol intermediate and molecular bromine. The intermediate then undergoes acid-catalyzed tautomerism to form succinimide, the byproduct of the reaction. Propose a curved-arrow mechanism for the conversion of NBS into succinimide that also accounts for the formation of Br2.
Naturally occurring compounds called cyanogenic glycosides, such as lotaustralin, release hydrogen cyanide, HCN, when treated with aqueous acid. The reaction occurs by hydrolysis of the acetal linkage to form a cyanohydrin, which then expels HCN and gives a carbonyl compound. (a) Show the mechanism of the acetal hydrolysis and the structure of the cyanohydrin that results. (b) Propose a mechanism for the loss of HCN, and show the structure of the carbonyl compound that forms.