Question

Finde do Ome OMe Ô OXO
оме NMe NHMe CHO OMe OH CI 1 (Sertraline) Conditions: a) 1. (MeO),CH, MOH, cat. p.TSOH, 2. Mg, THF; b) Mo,CCOCI, EN, LICI. (S

Create a reaction scematic with charge and electron movements. Note the considerations that tell what reaction is taking place in each step. The first picture acts as the first reagent
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Answer #1

From 8 to 9, The Sodiumborohydride which acts as the reducing agent and reduces the amide to the alcohol

From 9 to 10, It is the kind of the Mitsonobu reaction in which -OH group is replaced by the Iodine Nucleophile by SN2 reaction. Followed by the deprotection of the Ketal group with the help of the acid to get the correspnding carbonyl compound.

From 10 to 3, It is example for the simple Condensation reaction between the Aldehyde and the amine to the imine.

From 3 to 1, The T butyl group preferentially attacks the iodine group, and leaving the anion on the carbon atom, which is then attacks the double bond of the imine group and the formation of the six membered ring.( I n one oh OM (I - ci B-H 1. Na TH 17 I thgot H0 a one oph Ome I - If e Lome ve ph Lone o apply & i one Opphs - Ere IC ReagOn Me HN - Me LAM cl (1).

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