Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine

Base Information

• Chemical Name: Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine
• CAS No.: 175724-30-8
• Molecular Formula: C25H47NO9
• Molecular Weight: 505.649
• Hs Code.: 2933299090
• DSSTox Substance ID: DTXSID30460037
• Nikkaji Number: J1.733.545F
• Mol file: 175724-30-8.mol

Synonyms:175724-30-8;Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine;Amino-Tri-(t-butoxycarbonylethoxymethyl)-methane;tert-butyl 3,3'-(2-amino-2-((3-tert-butoxy-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy)dipropanoate;Di-tert-butyl 3,3'-((2-amino-2-((3-(tert-butoxy)-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy))dipropanoate;MFCD18252299;3-[2-Amino-3-(2-tert-butoxycarbonyl-ethoxy)-2-(2-tert-butoxycarbonyl-ethoxymethyl)-propoxy]-propionic acid tert-butyl ester;Propanoic acid, 3,3'-[[2-amino-2-[[3-(1,1-dimethylethoxy)-3-oxopropoxy]methyl]-1,3-propanediyl]bis(oxy)]bis-, 1,1'-bis(1,1-dimethylethyl) ester;di-tert-butyl 3,3'-((2-amino-2-((3-(tert-butoxy)-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy))dipropionate;Di-tert-butyl 3,3'-[[2-Amino-2-[[3-(tert-butoxy)-3-oxopropoxy]methyl]propane-1,3-diyl]bis(oxy)]dipropanoate;Tris{[2-(tert-butoxycarbonyl)ethoxy]methyl}methylamine;KPXODPHVWBQJEG-UHFFFAOYSA-N;SCHEMBL944737;DTXSID30460037;AKOS015924472;BP-20943;BS-21761;HY-21577;SY271935;tert-butyl 3-[2-amino-3-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]-2-[[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]methyl]propoxy]propanoate;CS-0021768;I11775;A901318;A1-03063;Di-tert-butyl 3,3 inverted exclamation mark -[[2-Amino-2-[[3-(tert-butoxy)-3-oxopropoxy]methyl]propane-1,3-diyl]bis(oxy)]dipropanoate;Di-tert-butyl 3,3'-[{2-amino-2-[(3-tert-butoxy-3-oxopropoxy)methyl]propane-1,3-diyl}bis(oxy)]dipropanoate;t-Butyl 3,3'-(2-amino-2-((3-tert-butoxy-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy)dipropanoate;TERT-BUTYL 3-{2-AMINO-3-[3-(TERT-BUTOXY)-3-OXOPROPOXY]-2-{[3-(TERT-BUTOXY)-3-OXOPROPOXY]METHYL}PROPOXY}PROPANOATE

Chemical Property of Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine

Chemical Property:

• Boiling Point: 543.0±50.0 °C(Predicted)
• PKA: 7.30±0.10(Predicted)
• PSA: 132.61000
• Density: 1.065±0.06 g/cm3(Predicted)
• LogP: 3.62940
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 21
• Exact Mass: 505.32508208
• Heavy Atom Count: 35
• Complexity: 569

Purity/Quality:

97% ^*data from raw suppliers

Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCOCC(COCCC(=O)OC(C)(C)C)(COCCC(=O)OC(C)(C)C)N
• Description: Amino-Tri-(t-butoxycarbonylethoxymethyl)-methane is a amine containing chemistry building block. The amino group is reactive with activated NHS esters or carboxylic acids in the presence of coupling agent, EDC or HATU.
• Uses: tert-butyl 3,3'-(2-aMino-2-((3-tert-butoxy-3-oxopropoxy)Methyl)propane-1,3-diyl)bis(oxy)dipropanoate is used in the preparation of dendronized polymers. Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine can be used in the synthesis of optica lly degradable dendrons for temporary adhesion of proteins to DNA. It is also used in the preparation of tricylic polyamide receptor for carbohydrate recognition. Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine is used in the preparation of dendronized polymers. Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine can be used in the synthesis of optically degradable dendrons for temporary adhesion of proteins to DNA. It is also used in the preparation of tricylic polyamide receptor for carbohydrate recognition.

Technology Process of Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine

There total 6 articles about Tris[[2-(tert-butoxycarbonyl)ethoxy]methyl]methylamine 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: 97.0%

di-tert-butyl 3,3'-((2-(((benzyloxy)carbonyl)amino)-2-((3-(tert-butoxy)-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy))dipropionate (200133-20-6) → tris{[2-(tert-butoxycarbonyl)ethoxy]methyl}methylamine (175724-30-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In ethanol; at 40 ℃; for 0.0333333h;

DOI:10.1002/hlca.19970800721

Reference yield: 95.83%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → tris{[2-(tert-butoxycarbonyl)ethoxy]methyl}methylamine (175724-30-8)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 0 - 20 ℃; for 16h;

Reference yield:

tris[(carboxyethoxy)ethyl](amino)methane trimethyl ester (166047-75-2) → tris{[2-(tert-butoxycarbonyl)ethoxy]methyl}methylamine (175724-30-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / sat.aq.NaHCO₃, NaOH / H₂O / 1 h / 0 °C

2: 99 percent / 2M aq.NaOH / H₂O; methanol / 5 h / Ambient temperature

3: 31 percent / N,N'-dicyclohexylcarbodiimide, DMAP / tetrahydrofuran / 24 h / Ambient temperature

4: 97 percent / HCO₂NH₄ / 10percent Pd/C / ethanol / 0.03 h / 40 °C

With dmap; sodium hydroxide; ammonium formate; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1002/hlca.19970800721

upstream raw materials:

tert-Butyl acrylate

2-amino-2-hydroxymethyl-1,3-propanediol

di-tert-butyl 3,3'-((2-(((benzyloxy)carbonyl)amino)-2-((3-(tert-butoxy)-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy))dipropionate

tris[(carboxyethoxy)ethyl](amino)methane trimethyl ester

Downstream raw materials:

di-tert-butyl 3,3'-((2-(((benzyloxy)carbonyl)amino)-2-((3-(tert-butoxy)-3-oxopropoxy)methyl)propane-1,3-diyl)bis(oxy))dipropionate

benzyl N-tris[(2-{[(tris{[2-(tert-butoxycarbonyl)ethoxy]methyl}methyl)amino]carbonyl}ethoxy)methyl]methylcarbamate

benzyl N-{tris[2-(ethoxycarbonyl)ethoxymethyl]methyl}carbamate

3-[2-Amino-3-(2-ethoxycarbonyl-ethoxy)-2-(2-ethoxycarbonyl-ethoxymethyl)-propoxy]-propionic acid ethyl ester