Question: Consider these steps from the recent literature and answer the questions that follow. i. Briefly explain what is happening at each step (i)(iv). 2 marks

Consider these steps from the recent literature and answer the questions that follow.

i. TBDMSCI, Et,N HO . COTBDMS ii. KCO3, CH;OH 8 iii. BNCI,

i. Briefly explain what is happening at each step (i)–(iv). 2 marks

ii. By considering the acetate (CH3CO), tert-butyldimethylsilyl (TBDMS) and benzyl (Bn or PhCH2) groups used in this example, explain what is meant by an orthogonal protecting group strategy. 2 marks

iii. Propose a mechanism for the transesterification reaction occurring in step (ii). 2 marks

iv. Outline a mechanism to show how dimethylsulfoxide (DMSO) and oxalyl chloride can combine to generate an activated sulfur-centred electrophile, while liberating CO2, CO and chloride ion (the first stage of step (v)). 3 marks

Et,N iv. TBAF v. DMSO, (COCI)2, EtN TBDMS = tert-butyl-dimethylsilyl TBAF =

i. TBDMSCI, Et,N HO . COTBDMS ii. KCO3, CH;OH 8 iii. BNCI, Et,N iv. TBAF v. DMSO, (COCI)2, EtN TBDMS = tert-butyl-dimethylsilyl TBAF = tetra-n-butylammonium fluoride BnCI = CI DMSO = dimethylsulfoxide 10 H

Step by Step Solution

★★★★★

3.41 Rating (148 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock blur-text-image

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Students Have Also Explored These Related Chemistry Questions!

Consider these steps the recent literature and answer the questions that follow. i. Propose a mechanism for step (i), formation of the thioacetal 12. 3 marks ii. Propose a mechanism for step (ii)....

Consider the above table and answer the questions that follow. a. What is the opportunity cost of producing modems in South Shore? Of producing flash memory drives in South Shore? b. What is the...

Consider the following scenario and answer the questions that follow: You have been consulted to advise on a new retail outlet selling upmarket mens clothing, targeting older, high income male...

Approximately 40 percent of a medical clinic's weekly incoming calls for doctors' appointments occur on Monday. Due to this large workload, 20 percent of the callers receive a busy signal and have to...

Bell Helicopter Textron, Inc., designs, makes, and sells helicopters with distinctive and famous trade dress that identifies them as Bell aircraft. Bell also owns the helicopters design patents....

The equation relating Go to K contains a temperature term. Refer to your answer to Problem 44 (a) to calculate the answers to the questions that follow. You will need to know that So for the...

A firm??s product sells for $2 per unit in a highly competitive market. The firm produces output using capital (which it rents at $75 per hour) and labor (which is paid a wage of $15 per hour under a...

Consider the accompanying system, which was described in Chapter 4. Use the use cases and process models that you created in Chapters 4 and 5 to help you answer the questions that follow. The Campus...

City Holding Company is a multibank holding company headquartered in West Virginia. The company comprises multiple facilities located in West Virginia, Ohio, and Kentucky. The banking subsidiaries...

As mentioned in the chapter, Research in Motion Inc. (RIM) is the Canadian company that developed the famous BlackBerry communications device. To answer the questions that follow, refer to Note 12...

Advanced Electronics has two separate but related divisions: digital video and analog video. The digital video division has sales of $800,000, net operating income of $80,000, and average operating...

Name the four project initiating documents and discuss the importance of the Project Definition document and Project Proposal

The ethical issues involve whether it's right to manipulate accounting estimates to make the company s net income look better. Changing these estimates to protect a job without a real business reason...

The Director of Bounce Fitness has recently updated their business plan to include Sustainability. You are the Manager at the Bounce Fitness Melbourne Centre and have been assigned the task by head...

Determine the ACI design moment capacity of the beam shown in the Figure 2 if the fe =4000 psi and f=60000 psi. Also draw the strain diagram? 24 in. 27 in. 4 9 bars (4.00 in. 3 in. 15 in. Figure 2:...

The same walk-in clinic took data measurements of its processing times on weekends only. Maximum times, with an upper limit of 30 minutes, stayed the same. However, the overall target time, 16...

The processing times for patients at the walk-in clinic are given in the following table. The target processing time is 20 minutes with upper and lower limits of 30 and 10 minutes. Calculate a...

Find a z-score for a data value of 115 if the mean of a set of data is 74 and the standard deviation is 13.2. Round your answer to at least two decimal places

I need the multiple choice questions answers from chapter 4 and 5 of the attached & Monograph...

Directions In this milestone, you will first create a memo that outlines the investigation that you will conduct and a description of the problem you have been tasked with solving. Next, you will use...

Goals At the completion of this assignment, you should: have gained additional experience working with and manipulating data read from a file have gained additional experience using input using while...

A Corporate Officer's Guide to Avoiding Criminal Liability under Environmental Statutes Summer 2008 A Corporate Officer's Guide to Avoiding Criminal Liability under Environmental Statutes The...

Leadership Profile PowerPoint In the Unit 9 PowerPoint Assignment, you will assess your own characteristics as a leader within the context of organizational change. To complete this task you will...

GENERAL MOTORS STRATEGIC ANALYSIS RECOMMENDATIONS 2023 2. study methodology: Purpose of the study, steps are taken in researching the company, and analysis tools used 3. Strategic Analysis a....