(c) For the peptide coupling reaction shown below, answer the following questions: H₂N. schhe 'N Ph BOP = OH +HSO4 H₂N -N N Me₂N-P Me₂N NMe2 PF6 CH3 BOP, Hünig's base Hünig's base = Dipeptide T (i) Give reagents and a curved arrow mechanism for the preparation of alanine tert-butyl ester hydrogen sulfate from alanine. (ii) Provide reagents and a curved arrow mechanism for the formation of Cbz protected glutamine from glutamine hydroger chloride. (iii) Provide a curved arrow mechanism for the peptide coupling detailed in part (c).
(c) For the peptide coupling reaction shown below, answer the following questions: H₂N. schhe 'N Ph BOP = OH +HSO4 H₂N -N N Me₂N-P Me₂N NMe2 PF6 CH3 BOP, Hünig's base Hünig's base = Dipeptide T (i) Give reagents and a curved arrow mechanism for the preparation of alanine tert-butyl ester hydrogen sulfate from alanine. (ii) Provide reagents and a curved arrow mechanism for the formation of Cbz protected glutamine from glutamine hydroger chloride. (iii) Provide a curved arrow mechanism for the peptide coupling detailed in part (c).
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![Ph
(c) For the peptide coupling reaction shown below, answer the
following questions:
H₂N.
BOP =
OH
+ HSO4 H₂N
-N
Me₂N-P
Me₂N NMe2
O
PF6
CH3
BOP, Hünig's
base
Hünig's base =
ایک
Dipeptide
(i) Give reagents and a curved arrow mechanism for the
preparation of alanine tert-butyl ester hydrogen sulfate from
alanine.
(ii) Provide reagents and a curved arrow mechanism for the
formation of Cbz protected glutamine from glutamine hydrogen
chloride.
(iii) Provide a curved arrow mechanism for the peptide coupling
detailed in part (c).](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F45e9ceaf-0062-410b-addf-404f0a3b8197%2Fadf1ae00-222f-4f30-a1ff-d07e977e0b1a%2F4mo8tah_processed.png&w=3840&q=75)
Transcribed Image Text:Ph
(c) For the peptide coupling reaction shown below, answer the
following questions:
H₂N.
BOP =
OH
+ HSO4 H₂N
-N
Me₂N-P
Me₂N NMe2
O
PF6
CH3
BOP, Hünig's
base
Hünig's base =
ایک
Dipeptide
(i) Give reagents and a curved arrow mechanism for the
preparation of alanine tert-butyl ester hydrogen sulfate from
alanine.
(ii) Provide reagents and a curved arrow mechanism for the
formation of Cbz protected glutamine from glutamine hydrogen
chloride.
(iii) Provide a curved arrow mechanism for the peptide coupling
detailed in part (c).
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