Question

OH HO COOH 3 M HCl OTBS 88% N OMe 18h 4I $t$-BuOK DME 82% 7g Cl TsCl Et?N OH OTs N Cl THF 87% 18I N Cl HO Pd(PPh?)?(OAc)? KOAc, MeCN 64% (S)-CPT

          OH
HO
COOH
3 M HCl
OTBS
88%
N
OMe
18h
4I
$t$-BuOK
DME
82%
7g
Cl
TsCl
Et?N
OH
OTs
N
Cl
THF
87%
18I
N
Cl
HO
Pd(PPh?)?(OAc)?
KOAc, MeCN
64%
(S)-CPT

Added by Kristin M.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Adi S

09/19/2023

Step 1

This step is necessary to activate the carboxylic acid for further reactions. Step 2: The acid chloride reacts with the alcohol (OH) in the presence of a base, such as t-BuOK, to form the ester (OMe). Step 3: The ester (OMe) is then treated with t-BuOK in DME to Show more…

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Propose the mechanism for the following reaction. Propose the mechanism for the reaction OH COOH OTBS 3M HCl OMe 18h 88% t-BuOK DME 82% OKOAc, MeCN 64% TsCl OH EIN c THF 87% 7g os c 181