N2,N5-Dibenzoyl-4-oxo-L-ornithine Methyl Ester

Base Information

• Chemical Name: N2,N5-Dibenzoyl-4-oxo-L-ornithine Methyl Ester
• CAS No.: 78420-25-4
• Molecular Formula: C₂₀H₂₀N₂O₅
• Molecular Weight: 368.389
• Mol file: 78420-25-4.mol

Synonyms:

Chemical Property of N2,N5-Dibenzoyl-4-oxo-L-ornithine Methyl Ester

Chemical Property:

• Melting Point: 165 - 170°C
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

N2,N5-Dibenzoyl-4-oxo-L-ornithineMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N2,N5-Dibenzoyl-4-oxo-L-ornithine Methyl Ester is an intermediate in the preparation of L-(+)-Ergothioneine (E600000).

Technology Process of N2,N5-Dibenzoyl-4-oxo-L-ornithine Methyl Ester

There total 5 articles about N2,N5-Dibenzoyl-4-oxo-L-ornithine Methyl Ester 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: 79.0%

methyl (2S)-2,4,5-tribenzamido-4-pentenoate (66675-21-6) → α,δ-dibenzoyl-γ-oxoornithine methyl ester (6298-07-3,78420-26-5,78420-25-4)

Guidance literature:

With hydrogenchloride; methanol; for 0.5 - 1h;

Reference yield: 79.0%

methyl 2,4,5-tribenzamido-4-pentenoate (6298-09-5,66675-21-6,78420-24-3,78420-23-2) → α,δ-dibenzoyl-γ-oxoornithine methyl ester (6298-07-3,78420-26-5,78420-25-4)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1039/c2gc35367a

Reference yield:

L-histidine (71-00-1) → α,δ-dibenzoyl-γ-oxoornithine methyl ester (6298-07-3,78420-26-5,78420-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride

2: sodium hydrogencarbonate / tetrahydrofuran; water

3: hydrogenchloride / methanol

With hydrogenchloride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; water;

DOI:10.1039/c2gc35367a

upstream raw materials:

methyl 2,4,5-tribenzamido-4-pentenoate

methyl (2S)-2,4,5-tribenzamido-4-pentenoate

L-histidine

L-Histidine methyl ester

Downstream raw materials:

2-mercapto-L-histidine

L_s-threo-N²,N⁵-dibenzoyl-4-hydroxy-ornithine lactone

(S)-2,5-bis-benzoylamino-4-oxo-valeric acid

Refernces

• 1、 -. "PROCESS FOR THE SYNTHESIS OF L-(+)-ERGOTHIONEINE". Page/Page column 8. . Retrieved 2009/04/24.