tert-Butyl (2-((2-aminoethyl)amino)ethyl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-((2-aminoethyl)amino)ethyl)carbamate
• CAS No.: 193206-49-4
• Molecular Formula: C9H21 N3 O2
• Molecular Weight: 203.285
• European Community (EC) Number: 627-238-3
• DSSTox Substance ID: DTXSID40394379
• Wikidata: Q82193722
• Mol file: 193206-49-4.mol

Synonyms:193206-49-4;N1-Boc-diethylenetriamine;tert-Butyl (2-((2-aminoethyl)amino)ethyl)carbamate;N1-Boc-2,2'-iminodiethylamine;Tert-butyl N-[2-(2-aminoethylamino)ethyl]carbamate;N-BOC-diethylentriamine;tert-Butyl [2-(2-aminoethylamino)ethyl]carbamate;N1-Boc-2,2-iminodiethylamine;SCHEMBL1307836;N1-Boc-2,2 inverted exclamation marka-iminodiethylamine;DTXSID40394379;KQXGYFNJIMVFDT-UHFFFAOYSA-N;MFCD06797591;AKOS024256777;AS-68335;N1-Boc-2,2'-iminodiethylamine, >=97.0%;A929172;tert-Butyl(2-((2-aminoethyl)amino)ethyl)carbamate;2-(tert-butoxycarbonylamino)ethyl 2-aminoethylamine;J-012510;N-{2-[(2-aminoethyl)amino]ethyl}(tert-butoxy)carboxamide;TERT-BUTYL N-{2-[(2-AMINOETHYL)AMINO]ETHYL}CARBAMATE

Chemical Property of tert-Butyl (2-((2-aminoethyl)amino)ethyl)carbamate

Chemical Property:

• Refractive Index: n20/D 1.474
• Boiling Point: 336.1±22.0 °C(Predicted)
• PKA: 12.57±0.46(Predicted)
• Flash Point: 125 °C
• PSA: 79.87000
• Density: 1.020 g/mL at 20 °C(lit.)
• LogP: 1.35500
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 203.16337692
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl(2-((2-aminoethyl)amino)ethyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-43
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCNCCN
• Uses: Protected building block for synthesizing scaffolds for combinatorial chemistry; building block for polyamines, chelators etc

Technology Process of tert-Butyl (2-((2-aminoethyl)amino)ethyl)carbamate

There total 3 articles about tert-Butyl (2-((2-aminoethyl)amino)ethyl)carbamate 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%

di-tert-butyl dicarbonate (24424-99-5) + 3-azapentane-1,5-diamine (111-40-0,98824-35-2) → [2-(2-amino-ethylamino)-ethyl]-carbamic acid tert-butyl ester (193206-49-4)

Guidance literature:

DOI:10.1016/S0031-9422(03)00133-X

Reference yield: 47.0%

tert-butyl phenyl carbonate (6627-89-0) + 3-azapentane-1,5-diamine (111-40-0,98824-35-2) → N,N-bis(tert-butyloxycarbonyl)diethylenetriamine hydrochloride (132128-00-8) + [2-(2-amino-ethylamino)-ethyl]-carbamic acid tert-butyl ester (193206-49-4)

Guidance literature:

In methanol; at 20 ℃; for 120h; regioselective reaction;

DOI:10.1080/00304948.2012.697748

Reference yield:

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) + ethylenediamine (107-15-3,85404-18-8) → [2-(2-amino-ethylamino)-ethyl]-carbamic acid tert-butyl ester (193206-49-4)

Guidance literature:

at 20 ℃; for 5.33333h;

upstream raw materials:

di-tert-butyl dicarbonate

3-azapentane-1,5-diamine

tert-butyl phenyl carbonate

2-(tert-butoxycarbonylamino)ethyl bromide

Downstream raw materials:

acetic acid 4-{2-[2-(2-tert-butoxycarbonylamino-ethylamino)-ethylcarbamoyl]-vinyl}-phenyl ester

Acetic acid 4-{(E)-2-[{2-[(E)-3-(4-acetoxy-phenyl)-acryloylamino]-ethyl}-(2-tert-butoxycarbonylamino-ethyl)-carbamoyl]-vinyl}-phenyl ester

(allyloxycarbonylmethyl-{2-[allyloxycarbonylmethyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-amino)-acetic acid allyl ester

[2-(2-phenylacetylamino-ethylamino)-ethyl]-carbamic acid tert-butyl ester

Refernces

• 1、 -. "A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS". Paragraph 000588; 000589. . Retrieved 2021/03/02.
• 2、 Solvhoj, Amanda B.,Tortzen, Christian,Christensen, Jorn B.. "Monoprotection of triamines with alkyl phenyl carbonates". experimental part. p. 397 - 400. Retrieved 2012/09/25.