Bapta-tetramethyl ester

Base Information

• Chemical Name: Bapta-tetramethyl ester
• CAS No.: 125367-34-2
• Molecular Formula: C₂₆H₃₂N₂O₁₀
• Molecular Weight: 532.547
• Hs Code.: 2922500090
• European Community (EC) Number: 820-735-8
• DSSTox Substance ID: DTXSID80392612
• Nikkaji Number: J906.645D
• Wikidata: Q72507528
• Mol file: 125367-34-2.mol

Synonyms:125367-34-2;Bapta-tetramethyl ester;Tetramethyl 2,2',2'',2'''-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetate;BAPTA tetramethyl ester;methyl 2-[2-[2-[2-[bis(2-methoxy-2-oxoethyl)amino]phenoxy]ethoxy]-N-(2-methoxy-2-oxoethyl)anilino]acetate;Tetramethyl 2,2',2'',2'''-(((ethane-1,2-diylbis(oxy))-bis(2,1-phenylene))bis(azanetriyl))tetraacetate;Glycine, N,N'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[N-(2-methoxy-2-oxoethyl)-, 1,1'-dimethyl ester;DTXSID80392612;BCP06686;MFCD00532664;RB3090;Tetramethyl 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetate;1,2-Bis(2-Aminophenoxy)Ethane-N,N,N',N'-Tetraacetic Acid, Tetramethyl Ester;AKOS001586955;AM62674;HY-W127803;CS-0185973;FT-0662497;A851888;SR-01000397074;J-005219;SR-01000397074-1;1,2-Bis[2-[bis(2-oxo-2-methoxyethyl)amino]phenoxy]ethane;METHYL 2-{[2-(2-{2-[BIS(2-METHOXY-2-OXOETHYL)AMINO]PHENOXY}ETHOXY)PHENYL](2-METHOXY-2-OXOETHYL)AMINO}ACETATE;Tetramethyl 2,2\',2\'\',2\'\'\'-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetate;Tetramethyl2,2',2'',2'''-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetate

Chemical Property of Bapta-tetramethyl ester

Chemical Property:

• Appearance/Colour: White crystalline solid
• Melting Point: 93-95 °C
• Boiling Point: 619.178 °C at 760 mmHg
• PKA: 2.21±0.50(Predicted)
• Flash Point: 328.267 °C
• PSA: 130.14000
• Density: 1.267 g/cm³
• LogP: 1.44920
• Storage Temp.: -20°C Freezer
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 19
• Exact Mass: 532.20569522
• Heavy Atom Count: 38
• Complexity: 666

Purity/Quality:

98%min ^*data from raw suppliers

BAPTA-tetramethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CN(CC(=O)OC)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(=O)OC)CC(=O)OC
• Uses: BAPTA-tetramethyl ester is a lipophilic diester of BAPTA used for inhibition of proteolytic activities of certain metalloproteinases, calpain and TACE.

Technology Process of Bapta-tetramethyl ester

There total 6 articles about Bapta-tetramethyl 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: 87.0%

1,2-Bis(2-aminophenoxy)ethane (52411-34-4) + bromoacetic acid methyl ester (96-32-2) → 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrakis acetoxymethyl ester (125367-34-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 24h; Reflux;

DOI:10.5935/0103-5053.20130276

Reference yield:

sodium o-nitrophenate (824-39-5) → 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrakis acetoxymethyl ester (125367-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide

2: hydrogen; palladium on activated charcoal / methanol

3: disodium hydrogenphosphate; sodium iodide / acetonitrile

With disodium hydrogenphosphate; palladium on activated charcoal; hydrogen; sodium iodide; In methanol; N,N-dimethyl-formamide; acetonitrile; 1: |Williamson Ether Synthesis;

DOI:10.1002/cplu.201700296

Reference yield:

acetoxymethyl bromide (590-97-6) + 1,2-Bis(2-aminophenoxy)ethane (52411-34-4) → 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrakis acetoxymethyl ester (125367-34-2)

Guidance literature:

With disodium hydrogenphosphate; sodium iodide; In acetonitrile;

DOI:10.1002/cplu.201700296

upstream raw materials:

1,2-Bis(2-aminophenoxy)ethane

bromoacetic acid methyl ester

1-(2-chloroethoxy)-2-nitrobenzene

1,2-bis(2-nitrophenoxy)ethane

Downstream raw materials:

5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

5-nitro 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

C₅₇H₅₇Cl₂N₃O₂₁Si

5′-nitro-1,2-bis-(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid

Refernces

• 1、 Cheng, Zhao,Yang, Bingqin,Yang, Meipan,Zhang, Binglin. "Structural study and fluorescent property of a novel organic microporous crystalline material". . p. 112 - 118. Retrieved 2014/02/14.