S-(3-Nitrocarbobenzoxy)glutathione

Base Information

• Chemical Name: S-(3-Nitrocarbobenzoxy)glutathione
• CAS No.: 95998-74-6
• Molecular Formula: C18H22 N4 O10 S
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID90914703
• Wikidata: Q82885511
• Mol file: 95998-74-6.mol

Synonyms:3-NCBG;S-(3-nitrocarbobenzoxy)glutathione

Chemical Property of S-(3-Nitrocarbobenzoxy)glutathione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 256.24000
• Density: 1.509g/cm³
• LogP: 1.84760
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 14
• Exact Mass: 486.10566408
• Heavy Atom Count: 33
• Complexity: 744

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])COC(=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• Isomeric SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])COC(=O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)N

Technology Process of S-(3-Nitrocarbobenzoxy)glutathione

There total 2 articles about S-(3-Nitrocarbobenzoxy)glutathione 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: 40.0%

GLUTATHIONE (70-18-8) + m-nitrobenzyl chloroformate (95998-71-3) → S-(m-nitrocarbobenzoxy)glutathione (95998-74-6)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 4 ℃; for 24h;

DOI:10.1021/jm00383a025

Reference yield:

3-Nitrobenzyl alcohol (619-25-0) → S-(m-nitrocarbobenzoxy)glutathione (95998-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane / 24 h / Ambient temperature

2: 40 percent / aq. NaHCO₃ / diethyl ether / 24 h / 4 °C

With sodium hydrogencarbonate; In 1,4-dioxane; diethyl ether;

DOI:10.1021/jm00383a025

upstream raw materials:

GLUTATHIONE

m-nitrobenzyl chloroformate

3-Nitrobenzyl alcohol

Refernces