5. Complete the following synthesis of the natural product mycophenolic acid.TMSCIOAC pyridineAOACOHDTosClpyridineHO.OTMSOTMSOMeBnoheatOH1. Mg2. Cô,3. H,O.COOHBrzFeBraÓTMSOBnOTMSMeoOBnМеоNa, NH,OHOHH (2 steps)1. SOCI, G2. heatHOOCOTMSMeoMeo

A. NaBH4 is used to reduce aldehydes to alcohols. C. DIBAL is used to convert esters to alcohols. E.…

5. Complete the following synthesis of the natural product mycophenolic acid. B. TMSCI OAc pyridine OAc OH D TosCi pyridine HO. ÓTMS OTMS OMe Bno heat OH OH F. 1. Mg 2. Cô, 3. H,O OTMS .COOH Bra FeBra ÓTMS OBn Meo OBn MeO Na, NH, OH OH 1. SOCI, G heat H (2 steps) HOOC ÓTMS Meo Meo

5. Complete the following synthesis of the natural product mycophenolic acid. B. TMSCI OAc pyridine OAc OH D TosCi pyridine HO. ÓTMS OTMS OMe Bno heat OH OH F. 1. Mg 2. Cô, 3. H,O OTMS .COOH Bra FeBra ÓTMS OBn Meo OBn MeO Na, NH, OH OH 1. SOCI, G heat H (2 steps) HOOC ÓTMS Meo Meo

Fundamentals Of Analytical Chemistry

9th Edition

ISBN:9781285640686

Author:Skoog

Publisher:Skoog

Chapter30: Kinetic Methods Of Analysis

Section: Chapter Questions

Problem 30.15QAP

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Question

5. Complete the following synthesis of the natural product mycophenolic acid.
TMSCI
OAC pyridine
A
OAC
OH
D
TosCl
pyridine
HO.
OTMS
OTMS
OMe
Bno
heat
OH
1. Mg
2. Cô,
3. H,O
.COOH
Brz
FeBra
ÓTMS
OBn
OTMS
Meo
OBn
Мео
Na, NH,
OH
OH
H (2 steps)
1. SOCI, G
2. heat
HOOC
OTMS
Meo
Meo

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