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

Base Information

• Chemical Name: (6S,3S)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione
• CAS No.: 508183-96-8
• Molecular Formula: C₂₅H₃₀N₂O₆
• Molecular Weight: 454.523
• Mol file: 508183-96-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (6S,3S)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-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: 83.0%

acetic anhydride (108-24-7) + (3S,6S)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione (508183-94-6) → (6S,3S)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione (508183-96-8)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 12h;

DOI:10.1039/b207457p

Reference yield:

sodium acetate (127-09-3) + 3-isopropyl-1,4-bis-(4-methoxy-benzyl)-5-trimethylsilanyloxy-3,4-dihydro-1H-pyrazin-2-one (1027973-78-9) → (6S,3S)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione (508183-96-8) + (6S,3R)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione (508183-95-7)

Guidance literature:

3-isopropyl-1,4-bis-(4-methoxy-benzyl)-5-trimethylsilanyloxy-3,4-dihydro-1H-pyrazin-2-one; With [bis(acetoxy)iodo]benzene; In tetrahydrofuran; at -78 ℃; for 2h;

sodium acetate; In tetrahydrofuran; at -78 - 20 ℃; for 15h; Further stages.;

DOI:10.1039/b207457p

Reference yield:

(3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione (205517-34-6) → (6S,3S)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione (508183-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

2.1: (diacetoxyiodo)benzene / tetrahydrofuran / 2 h / -78 °C

2.2: tetrahydrofuran / 15 h / -78 - 20 °C

With [bis(acetoxy)iodo]benzene; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1039/b207457p

upstream raw materials:

sodium acetate

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

acetic anhydride

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