was the ent to be approved by the Food and Drug Administration. HIV may become AZT-resistant over time, so new drugs are always being sought. As part of this effort, compound 2 was made from compound 1 and was shown to have modest activity against HIV (Bioorg.. Med. Chem. 1995, 3, 1223-1229). For reasons that will be discussed in later chapters, the C=C bond inside the six-membered ring is less reactive than the C=C bond outside the five-membered ring, allowing for selective addition at the more reactive C=C bond. امي - منت Ph Ph Ph Ph Ph Ph H

Organic Chemistry
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Chapter5: Stereochemistry At Tetrahedral Centers
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Problem 58AP: One of the steps in fat metabolism is the hydration of crotonate to yield 3-hydroxybutyrate. This...
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was the
ent to be approved by
the Food and Drug Administration. HIV may
become AZT-resistant over time, so new drugs are
always being sought. As part of this effort,
compound 2 was made from compound 1 and was
shown to have modest activity against HIV (Bioorg.
Med. Chem. 1995, 3, 1223-1229). For reasons that
will be discussed in later chapters, the C=C bond
inside the six-membered ring is less reactive than
the C=C bond outside the five-membered ring,
allowing for selective addition at the more reactive
C=C bond.
Ph
Ph
Ph
Ph-
A. MeONa
Ph
E.HBr, ROOR
Ph
Ph
H
HO
НО
N₂ AZT
Identify the appropriate reagent (A-H) you
would use to accomplish the conversion of 1 to
2.
FO
B. cat. OsO4, NMO
F. 1) MCPBA; 2) H3O+
Transcribed Image Text:was the ent to be approved by the Food and Drug Administration. HIV may become AZT-resistant over time, so new drugs are always being sought. As part of this effort, compound 2 was made from compound 1 and was shown to have modest activity against HIV (Bioorg. Med. Chem. 1995, 3, 1223-1229). For reasons that will be discussed in later chapters, the C=C bond inside the six-membered ring is less reactive than the C=C bond outside the five-membered ring, allowing for selective addition at the more reactive C=C bond. Ph Ph Ph Ph- A. MeONa Ph E.HBr, ROOR Ph Ph H HO НО N₂ AZT Identify the appropriate reagent (A-H) you would use to accomplish the conversion of 1 to 2. FO B. cat. OsO4, NMO F. 1) MCPBA; 2) H3O+
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