(c) Propose reagents and conditions for the following 3-step synthesis of secondary amine 10, starting from azide 9. Your answer should include reagents and conditions for all three steps and a full curly arrow mechanism for the benzylation step (i.e. from primary amine 11 to secondary amine 12). Comment on any predicted selectivity. N3 brs sbydoble ns to br 9 moitoubo 25 ariqmoxs of ozonit dem A/ =Et Benzylation step: bre quere SIR H₂NY 3 steps 11 gg 00S (0=0); BAYKROJA, 12 10 -Et

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
Section21.SE: Something Extra
Problem 75AP: One frequently used method for preparing methyl esters is by reaction of carboxylic acids with...
icon
Related questions
icon
Concept explainers
Question
100%
[24166
Ji
10201900
(c) Propose reagents and conditions for the following 3-step synthesis of secondary amine 10,
starting from azide 9. Your answer should include reagents and conditions for all three
steps and a full curly arrow mechanism for the benzylation step (i.e. from primary amine
11 to secondary amine 12). Comment on any predicted selectivity.
N3
m obydob is 10 br 9, 0-0
25
ilqmoxs of ozonit o
=
=Et
Isaiavda se ni
tons
3 steps
Benzylation step:
bre quotesmotional sies no
H₂NY
11:0g 00S - (0=01 BOYH2OJA
0-3168 A3T23
ZI
N
H
ZI
H
12
10
wwww
-Et
Transcribed Image Text:[24166 Ji 10201900 (c) Propose reagents and conditions for the following 3-step synthesis of secondary amine 10, starting from azide 9. Your answer should include reagents and conditions for all three steps and a full curly arrow mechanism for the benzylation step (i.e. from primary amine 11 to secondary amine 12). Comment on any predicted selectivity. N3 m obydob is 10 br 9, 0-0 25 ilqmoxs of ozonit o = =Et Isaiavda se ni tons 3 steps Benzylation step: bre quotesmotional sies no H₂NY 11:0g 00S - (0=01 BOYH2OJA 0-3168 A3T23 ZI N H ZI H 12 10 wwww -Et
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Catalysis and Enzymatic Reactions
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:
9781285869759
Author:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:
Cengage Learning
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole