3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione

Base Information

• Chemical Name: 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione
• CAS No.: 193546-43-9
• Molecular Formula: C₂₀H₂₂N₂O₄
• Molecular Weight: 354.406
• Mol file: 193546-43-9.mol

Synonyms:3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione

Chemical Property of 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione

There total 9 articles about 3R,6R-bis(2-methoxybenzyl)piperazine-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:

o-Methoxybenzyl bromide (52289-93-7) → 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione (193546-43-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaOEt / 1.) EtOH, 2.) EtOH, 3 h

2: 94 percent / aq. NaOH / 6 h / Heating

4: aq. HCl / 5 h / Heating

5: 77 percent / SOCl₂ / 3 h / 40 °C

6: 16 percent / Et₃N, N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 72 h / -5 °C

7: 1.) formic acid, 2.) 2-butanol / 1.) RT, 2 h, 2.) toluene, 120 deg C, 1 h

With hydrogenchloride; sodium hydroxide; formic acid; thionyl chloride; sodium ethanolate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; iso-butanol; In dichloromethane;

DOI:10.1002/jhet.5570340321

Reference yield:

(2-methoxyphenyl)methanol (612-16-8) → 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione (193546-43-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 80 percent / PBr₃ / toluene / 0.17 h / 100 °C

2: 1.) NaOEt / 1.) EtOH, 2.) EtOH, 3 h

3: 94 percent / aq. NaOH / 6 h / Heating

5: aq. HCl / 5 h / Heating

6: 77 percent / SOCl₂ / 3 h / 40 °C

7: 16 percent / Et₃N, N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 72 h / -5 °C

8: 1.) formic acid, 2.) 2-butanol / 1.) RT, 2 h, 2.) toluene, 120 deg C, 1 h

With hydrogenchloride; sodium hydroxide; formic acid; thionyl chloride; sodium ethanolate; phosphorus tribromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; iso-butanol; In dichloromethane; toluene;

DOI:10.1002/jhet.5570340321

Reference yield:

(2R)-2-amino-3-(2-methoxyphenyl)propanoic acid (170642-31-6) → 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione (193546-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / SOCl₂ / 3 h / 40 °C

2: 16 percent / Et₃N, N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 72 h / -5 °C

3: 1.) formic acid, 2.) 2-butanol / 1.) RT, 2 h, 2.) toluene, 120 deg C, 1 h

With formic acid; thionyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; iso-butanol; In dichloromethane;

DOI:10.1002/jhet.5570340321

upstream raw materials:

N-tert-butoxycarbonyl-D-2-methoxyphenylalanyl-D-2-methoxyphenylalanine methyl ester

(2-methoxyphenyl)methanol

o-Methoxybenzyl bromide

(2R)-2-amino-3-(2-methoxyphenyl)propanoic acid