Synthesis of 1 starts from compound 2. Compound 2 is first converted to compound 3, and then reacted with 4 to afford compound 5. BnO Bno OBn BnO Mg → 3 4 HO, solvent A BnO OBn 2 2a. Draw the structures of compound 3 and solvent A. 2b. Compound 4 is in a protected form. Draw out its deprotected form 4a and the condition for conversion from 4 to 4a. 2c. Compound 4 may also be converted to 4b and 4c under respective conditions. Draw structures of 4b and 4c. BnO EENH2 1. LIAIH4, ether 4b 4c Bnơ OBn 2. H30* 4

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Chapter1: Chemical Foundations
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Q2 NOTE: For priority/chiral centers, if atom is not hydrogen, write alphabet (eg a-z) but if atom is hydrogen, write capital H

Synthesis of 1 starts from compound 2. Compound 2 is first converted to
compound 3, and then reacted with 4 to afford compound 5.
BnQ
BnO
OBn
BnO
N.
N'
N:
Mg
4
HO,
N.
solvent A
BnO
OBn
2
2a. Draw the structures of compound 3 and solvent A.
2b. Compound 4 is in a protected form. Draw out its deprotected form 4a and the
condition for conversion from 4 to 4a.
2c. Compound 4 may also be converted to 4b and 4c under respective conditions.
Draw structures of 4b and 4c.
BnO
EINH2
1. LIAIH4, ether
4b
4c
BnO
OBn
2. H3O*
4
Transcribed Image Text:Synthesis of 1 starts from compound 2. Compound 2 is first converted to compound 3, and then reacted with 4 to afford compound 5. BnQ BnO OBn BnO N. N' N: Mg 4 HO, N. solvent A BnO OBn 2 2a. Draw the structures of compound 3 and solvent A. 2b. Compound 4 is in a protected form. Draw out its deprotected form 4a and the condition for conversion from 4 to 4a. 2c. Compound 4 may also be converted to 4b and 4c under respective conditions. Draw structures of 4b and 4c. BnO EINH2 1. LIAIH4, ether 4b 4c BnO OBn 2. H3O* 4
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