2-[Carboxymethyl-[3-(2,5-dioxopyrrol-1-yl)propyl]amino]acetic acid;4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-[Carboxymethyl-[3-(2,5-dioxopyrrol-1-yl)propyl]amino]acetic acid;4-methylbenzenesulfonate
• CAS No.: 207613-07-8
• Molecular Formula: C₇H₈O₃S*C₁₁H₁₄N₂O₆
• Molecular Weight: 442.447
• DSSTox Substance ID: DTXSID00701101
• Mol file: 207613-07-8.mol

Synonyms:DTXSID00701101;2-[carboxymethyl-[3-(2,5-dioxopyrrol-1-yl)propyl]amino]acetic acid;4-methylbenzenesulfonate;207613-07-8

Chemical Property of 2-[Carboxymethyl-[3-(2,5-dioxopyrrol-1-yl)propyl]amino]acetic acid;4-methylbenzenesulfonate

Chemical Property:

• PSA: 180.80000
• LogP: -0.30160
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 441.09677643
• Heavy Atom Count: 30
• Complexity: 590

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC(=O)N(C1=O)CCCN(CC(=O)O)CC(=O)O

Technology Process of 2-[Carboxymethyl-[3-(2,5-dioxopyrrol-1-yl)propyl]amino]acetic acid;4-methylbenzenesulfonate

There total 2 articles about 2-[Carboxymethyl-[3-(2,5-dioxopyrrol-1-yl)propyl]amino]acetic acid;4-methylbenzenesulfonate 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: 89.0%

toluene-4-sulfonic acid (104-15-4) + {tert-butoxycarbonylmethyl-[3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propyl]-amino}-acetic acid tert-butyl ester (207613-05-6) → {carboxymethyl-[3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid (207613-07-8)

Guidance literature:

In dichloromethane; for 24h;

DOI:10.1016/S0040-4039(02)00192-2

Reference yield:

[tert-Butoxycarbonylmethyl-(3-hydroxy-propyl)-amino]-acetic acid tert-butyl ester (183543-48-8) → {carboxymethyl-[3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid (207613-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Ph₃P; diethylazodicarboxylate; neopentyl alcohol / tetrahydrofuran / -78 - 20 °C

2: 89 percent / CH₂Cl₂ / 24 h

With 2,2-dimethyl-propanol-1; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1016/S0040-4039(02)00192-2

upstream raw materials:

toluene-4-sulfonic acid

{tert-butoxycarbonylmethyl-[3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propyl]-amino}-acetic acid tert-butyl ester

[tert-Butoxycarbonylmethyl-(3-hydroxy-propyl)-amino]-acetic acid tert-butyl ester