Benzoyl-citrulline ethylester

Base Information

• Chemical Name: Benzoyl-citrulline ethylester
• CAS No.: 47235-26-7
• Molecular Formula: C₁₅H₂₁N₃O₄
• Molecular Weight: 307.349
• DSSTox Substance ID: DTXSID501214853
• Mol file: 47235-26-7.mol

Synonyms:benzoyl-citrulline ethylester;SCHEMBL1396385;DTXSID501214853;47235-26-7;N5-(Aminocarbonyl)-N2-benzoyl-L-ornithine ethyl ester

Chemical Property of Benzoyl-citrulline ethylester

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 307.15320616
• Heavy Atom Count: 22
• Complexity: 381

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CCCNC(=O)N)NC(=O)C1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)[C@H](CCCNC(=O)N)NC(=O)C1=CC=CC=C1

Technology Process of Benzoyl-citrulline ethylester

There total 1 articles about Benzoyl-citrulline ethylester 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: 55.0%

ethanol (64-17-5) + Nα-benzoyl-L-citrulline (10334-68-6) → Nα-benzoyl-L-citrulline ethyl ester (47235-26-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo00295a022

Reference yield: 56.0%

Nα-benzoyl-L-citrulline ethyl ester (47235-26-7) → Nα-benzoyl-Nδ-cyanoornithine ethyl ester (28908-04-5)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; Ambient temperature;

DOI:10.1021/jo00295a022

Reference yield:

Nα-benzoyl-L-citrulline ethyl ester (47235-26-7) → (Nα-benzoylarginino)succinic acid α-ethyl ω,ω'-dimethyl ester (125735-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / p-toluenesulfonyl chloride, pyridine / Ambient temperature

2: 55 percent / H₂O; acetonitrile / 10 h / Heating; pH 3.7

With pyridine; p-toluenesulfonyl chloride; In water; acetonitrile;

DOI:10.1021/jo00295a022

upstream raw materials:

ethanol

N^α-benzoyl-L-citrulline

Downstream raw materials:

N^α-benzoyl-N^δ-cyanoornithine ethyl ester

(N^α-benzoylarginino)succinic acid α-ethyl ω,ω'-dimethyl ester