Devise a 5-step synthesis of the racemic mixture shown using the reagents available. 1. reagent 1 2. reagent 2 3. reagent 3 OH H3C но H3C-C C-H CH3 4. reagent 4 5. reagent 5 но H3C OH CH3 The best reagent 1 is: The best reagent 2 is: The best reagent 3 is: The best reagent 4 is: MCPBA NaBH, BH,, THF H,, Lindlar's catalyst Na, NH, (1) Na, NH3(1) MCPBA v MCPBA H,, Pt

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 13CTQ
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Reagent 5 options;

OsO4

NaBH4

Methanol

NaOH, H2O

Devise a 5-step synthesis of the racemic mixture shown using the reagents available.
1. reagent 1
2. reagent 2
3. reagent 3
H3C
ОН
HO
H3C-CEC-H
CH3
H
4. reagent 4
5. reagent 5
Но
H3C
OH
CH3
The best reagent 1 is:
The best reagent 2 is:
The best reagent 3 is:
The best reagent 4 is:
MCPBA
NaBH,
BH,, THF
H,, Lindlar's catalyst
Na, NH, (1)
Na, NH3 (1)
mCPBA
v MCPBA
H,, Pt
Transcribed Image Text:Devise a 5-step synthesis of the racemic mixture shown using the reagents available. 1. reagent 1 2. reagent 2 3. reagent 3 H3C ОН HO H3C-CEC-H CH3 H 4. reagent 4 5. reagent 5 Но H3C OH CH3 The best reagent 1 is: The best reagent 2 is: The best reagent 3 is: The best reagent 4 is: MCPBA NaBH, BH,, THF H,, Lindlar's catalyst Na, NH, (1) Na, NH3 (1) mCPBA v MCPBA H,, Pt
Devise a 5-step synthesis of the racemic mixture shown using the reagents available.
1. reagent 1
2. reagent 2
3. reagent 3
OH
H3C
Но
CH3
H3C-CEC-H
4. reagent 4
5. reagent 5
Но
H3C
OH
CH3
The best reagent 1 is:
The best reagent 2 is:
H,, Lindlar's catalyst
CH, CH, Br
Na, NH3 (1)
CH; CH, CH, Br
NaNH,
H,, Lindlar's catalyst
CH, CH, Br
CH, Br
NaOH
MCPBA
The best reagent 5 is:
OsO4
NaBH4
Transcribed Image Text:Devise a 5-step synthesis of the racemic mixture shown using the reagents available. 1. reagent 1 2. reagent 2 3. reagent 3 OH H3C Но CH3 H3C-CEC-H 4. reagent 4 5. reagent 5 Но H3C OH CH3 The best reagent 1 is: The best reagent 2 is: H,, Lindlar's catalyst CH, CH, Br Na, NH3 (1) CH; CH, CH, Br NaNH, H,, Lindlar's catalyst CH, CH, Br CH, Br NaOH MCPBA The best reagent 5 is: OsO4 NaBH4
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