For the following sequence of reactions you must choose a protecting group (PG', PG, PG) that can withstand the LiBH4 reaction conditions (strong reducing agent, strong nucleophile) and also allow you to remove PG2 in the presence of both PG¹ and PG3. You should provide both the reagents necessary to install the various protecting group as well as to remove PG². HO NH₂ CO₂Me A PG2 PG! HO PG! HO PG1 NH NH NH D CO₂Me PG³ PG3 B PG! PG 20 PG! PG₂0 ΝΗ CO₂Me LIBH4 strong reducing agent, strong nucleophile NH OH

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Chapter1: Chemical Foundations
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For the following sequence of reactions you must choose a protecting group (PG', PG, PG) that can withstand the LiBH4 reaction conditions
(strong reducing agent, strong nucleophile) and also allow you to remove PG2 in the presence of both PG¹ and PG³. You should provide both the
reagents necessary to install the various protecting group as well as to remove PG².
HO.
NH₂
CO₂Me
A
PG²
PG1
HO.
PG¹
HO.
PG!
NH
NH
D
ΝΗ
CO₂Me
PG³
PG3
с
B
PG2
PG²
PG1
O
PG!
ΝΗ
CO₂Me
LIBH4
strong reducing agent,
strong nucleophile
NH
OH
Transcribed Image Text:For the following sequence of reactions you must choose a protecting group (PG', PG, PG) that can withstand the LiBH4 reaction conditions (strong reducing agent, strong nucleophile) and also allow you to remove PG2 in the presence of both PG¹ and PG³. You should provide both the reagents necessary to install the various protecting group as well as to remove PG². HO. NH₂ CO₂Me A PG² PG1 HO. PG¹ HO. PG! NH NH D ΝΗ CO₂Me PG³ PG3 с B PG2 PG² PG1 O PG! ΝΗ CO₂Me LIBH4 strong reducing agent, strong nucleophile NH OH
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