(s)-(+)-1,2-Diaminopropane-n,n,n',n'-tetraacetic acid

Base Information

• Chemical Name: (s)-(+)-1,2-Diaminopropane-n,n,n',n'-tetraacetic acid
• CAS No.: 15250-41-6
• Molecular Formula: C11H18N2O8
• Molecular Weight: 306.273
• European Community (EC) Number: 604-860-3
• DSSTox Substance ID: DTXSID60934519
• Nikkaji Number: J867.851K
• Wikidata: Q72463021
• Mol file: 15250-41-6.mol

Synonyms:15250-41-6;(s)-(+)-1,2-diaminopropane-n,n,n',n'-tetraacetic acid;(S)-1,2-Diaminopropane-N,N,N',N'-tetraacetic acid;2-[[(2S)-2-[bis(carboxymethyl)amino]propyl]-(carboxymethyl)amino]acetic acid;(+)-(Propylenedinitrilo)tetraacetic acid;Acetic acid, (propylenedinitrilo)tetra-, (+)-;SCHEMBL3342184;DTXSID60934519;XNCSCQSQSGDGES-ZETCQYMHSA-N;MFCD12407161;AKOS015900353;BS-15965;[[(S)-Propylene]bisnitrilo]tetraacetic acid;D82805;A809318;(S)-1,2-Diaminopropane-N,N,N',N'-tetraaceticacid;2,2',2'',2'''-(propane-1,2-diyldinitrilo)tetraacetic acid

Chemical Property of (s)-(+)-1,2-Diaminopropane-n,n,n',n'-tetraacetic acid

Chemical Property:

• Vapor Pressure: 3.44E-16mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 604.871 °C at 760 mmHg
• PKA: 1.80±0.10(Predicted)
• Flash Point: 319.615 °C
• PSA: 155.68000
• Density: 1.505 g/cm³
• LogP: -1.68270
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -5.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 306.10631554
• Heavy Atom Count: 21
• Complexity: 379

Purity/Quality:

99%min ^*data from raw suppliers

(S)-(+)-1,2-Diaminopropane-N,N,N',N'-tetraaceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
• Isomeric SMILES: C[C@@H](CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
• Uses: Dabigatran etexilate intermediate

Technology Process of (s)-(+)-1,2-Diaminopropane-n,n,n',n'-tetraacetic acid

There total 4 articles about (s)-(+)-1,2-Diaminopropane-n,n,n',n'-tetraacetic acid 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: 75.0%

(S)-propane-1,2-diamine dihydrochloride (19777-66-3,19777-67-4,20267-34-9,41889-20-7,62036-75-3) + chloroacetic acid (79-11-8) → (S)-N,N,N',N'-tetrakis[(hydroxycarbonyl)methyl]-1,2-diaminopropane (15250-41-6)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; for 12h; pH=8 - 9; pH-value; Reagent/catalyst;

Reference yield: 63.0%

tetrabenzyl (S)-1,2-diaminopropane-N,N,N',N'-tetraacetate → (S)-N,N,N',N'-tetrakis[(hydroxycarbonyl)methyl]-1,2-diaminopropane (15250-41-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; under 775.743 Torr;

DOI:10.1016/j.tetlet.2013.09.009

Reference yield:

methanol (67-56-1) + (S)-propane-1,2-diamine dihydrochloride (19777-66-3,19777-67-4,20267-34-9,41889-20-7,62036-75-3) + chloroacetic acid (79-11-8) → (S)-N,N,N',N'-tetrakis[(hydroxycarbonyl)methyl]-1,2-diaminopropane (15250-41-6)

Guidance literature:

(S)-propane-1,2-diamine dihydrochloride; chloroacetic acid; With sodium hydroxide; In water; at 45 ℃; Industry scale;

methanol; With sulfuric acid; for 6h; Reflux; Industry scale;

upstream raw materials:

(S)-1,2-diaminopropane

(S)-propane-1,2-diamine dihydrochloride

chloroacetic acid

methanol

Downstream raw materials:

dexrazoxane

Refernces

• 1、 Hrubá, Lucie,Budě?ínsky, Milo?,Pícha, Jan,Jirá?ek, Ji?í,Vaněk, Václav. "Simplified syntheses of the water-soluble chiral shift reagents Sm-(R)-pdta and Sm-(S)-pdta". . p. 6296 - 6297. Retrieved 2013.
• 2、 -. "Novel Method for Producing 4,4-(1-Methyl-1,2-Ethanediyl)-BIS-(2,6-Piperazinedione)". Page/Page column 2-3. . Retrieved 2010/06/22.