Propose syntheses for each boxed transformation 4A and 4B Use the same starting materials and rules as in #3, above. Diovan - Blood Pressure regulator. Global sales: $60 billion. OH N OPG OPG Br Diovan 1 ON-H SN2 6 5 We will be able to make these before the Final. NaH, THF OPG NH 3 HN-N We will learn how to make NN this compound in Intermediate Organic Chemistry, using two sets of Nobel Prizewinning chemistry. This is an amino acid derivative part of what makes it work as a drug is that it "looks" like a biological product

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Propose syntheses for each boxed transformation 4A and 4B Use the same starting
materials and rules as in #3, above.
Diovan - Blood Pressure regulator. Global sales: $60 billion.
OH
OPG
OPG
you
Br
Diovan
1
+
N-N
24
These are both
renewable products.
They can be made
without petroleum.
H
6
5
We will be able to make these before the Final.
methand
SN2
OH
Your Job OH
4A
MeOH
H₂SO4
NaH, THF
OPG
NH
+
CrO3
H₂SO4
охор
3
OH
HN-N
NN
This is an amino acid derivative - part of what makes it
work as a drug is that it "looks" like a biological product
We will learn how to make
this compound in Intermediate
Organic Chemistry, using two
sets of Nobel Prizewinning
chemistry.
These reactions are coming right up in 212.
Your Job
4B
1. SOCI₂
2. XS NH
OPG
Br
NH₂
Think of the OPG
group as a methyl
group that won't react
with anything.
Transcribed Image Text:Propose syntheses for each boxed transformation 4A and 4B Use the same starting materials and rules as in #3, above. Diovan - Blood Pressure regulator. Global sales: $60 billion. OH OPG OPG you Br Diovan 1 + N-N 24 These are both renewable products. They can be made without petroleum. H 6 5 We will be able to make these before the Final. methand SN2 OH Your Job OH 4A MeOH H₂SO4 NaH, THF OPG NH + CrO3 H₂SO4 охор 3 OH HN-N NN This is an amino acid derivative - part of what makes it work as a drug is that it "looks" like a biological product We will learn how to make this compound in Intermediate Organic Chemistry, using two sets of Nobel Prizewinning chemistry. These reactions are coming right up in 212. Your Job 4B 1. SOCI₂ 2. XS NH OPG Br NH₂ Think of the OPG group as a methyl group that won't react with anything.
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Reaction mechanism is to be provided for the conversion 4A and 4B which are required to form the biological product.

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