(5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one

Base Information

• Chemical Name: (5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one
• CAS No.: 1166275-38-2
• Molecular Formula: C₁₈H₂₅NO₃Si
• Molecular Weight: 331.487

Synonyms:(5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one

Chemical Property of (5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one

Chemical Property:

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Technology Process of (5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one

There total 1 articles about (5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

(5S)-1-(4-methoxybenzyl)-5,6-dihydroxypiperidin-2-one (1029421-38-2) + potassium trifluoro(2-trimethylsilylethynyl)boranuide → (5S,6S)-1-(4-methoxybenzyl)-6-ethynyl-5-hydroxypiperidin-2-one (1166275-37-1) + (5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one (1166275-38-2)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; at 0 - 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo9007942

Reference yield: 79.0%

(5S,6S)-1-(4-methoxybenzyl)-5-hydroxy-6-(2-(trimethylsilyl)ethynyl)piperidin-2-one (1166275-38-2) → (3aS,7aS)-4-(4-methoxybenzyl)-3a,4,7,7-tetrahydrofuro[3,2-b]pyridine-5(6H)-one (1166275-63-3)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 17h;

DOI:10.1021/jo900767x

upstream raw materials:

(5S)-1-(4-methoxybenzyl)-5,6-dihydroxypiperidin-2-one

Downstream raw materials:

(3aS,7aS)-4-(4-methoxybenzyl)-3a,4,7,7-tetrahydrofuro[3,2-b]pyridine-5(6H)-one

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