(3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione

Base Information

• Chemical Name: (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione
• CAS No.: 508183-93-5
• Molecular Formula: C₂₃H₂₈N₂O₅
• Molecular Weight: 412.486
• Mol file: 508183-93-5.mol

Synonyms:(3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione

Chemical Property of (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione

There total 6 articles about (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione 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: 37.0%

(3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione (205517-34-6) → (3S,6S)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione (508183-94-6) + (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione (508183-93-5)

Guidance literature:

(3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

With oxygen; In tetrahydrofuran; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1039/b207457p

Reference yield: 31.0%

Isobutyl iodide (513-38-2) + (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione (205517-34-6) → (3S,6R)-N,N'-bis-(4-methoxybenzyl)-3-isopropyl-6-isobutylpiperazine-2,5-dione + (3S,6S)-N,N'-bis-(4-methoxybenzyl)-3-isopropyl-6-isobutylpiperazine-2,5-dione (219916-60-6) + (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione (508183-93-5)

Guidance literature:

(3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

Isobutyl iodide; In tetrahydrofuran; at -78 - 20 ℃; for 13h;

DOI:10.1039/b500566c

Reference yield:

(5S)-N,N'-bis(p-methoxybenzyl)-5-isopropylpiperazine-2,3,6-trione (508183-97-9) → (3S,6S)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione (508183-94-6) + (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione (508183-93-5)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 16h;

DOI:10.1039/b207457p

upstream raw materials:

(3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione

(5S)-N,N'-bis(p-methoxybenzyl)-5-isopropylpiperazine-2,3,6-trione

3-isopropyl-1,4-bis-(4-methoxy-benzyl)-5-trimethylsilanyloxy-3,4-dihydro-1H-pyrazin-2-one

Isobutyl iodide

Downstream raw materials:

(6S,3R)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione