Tert-butyl 4-ethoxyphenylcarbamate

Base Information

• Chemical Name: Tert-butyl 4-ethoxyphenylcarbamate
• CAS No.: 59255-66-2
• Molecular Formula: C13H19NO3
• Molecular Weight: 237.299
• DSSTox Substance ID: DTXSID00406846
• Wikidata: Q82211961
• Mol file: 59255-66-2.mol

Synonyms:tert-butyl 4-ethoxyphenylcarbamate;59255-66-2;tert-butyl (4-ethoxyphenyl)carbamate;tert-butyl N-(4-ethoxyphenyl)carbamate;SCHEMBL8575829;DTXSID00406846;JTRBUZCTWMDFDP-UHFFFAOYSA-N;HMS1604L16;tert-butyl(4-ethoxyphenyl)carbamate;AR2555;MFCD07127705;AKOS000501329;AS-45385;N-(tert-butyloxycarbonyl)-p-ethoxyaniline;CS-0315779;FT-0759639;AN-329/43386033

Chemical Property of Tert-butyl 4-ethoxyphenylcarbamate

Chemical Property:

• PSA: 47.56000
• LogP: 3.50530
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 237.13649347
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl(4-ethoxyphenyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)NC(=O)OC(C)(C)C

Technology Process of Tert-butyl 4-ethoxyphenylcarbamate

There total 4 articles about Tert-butyl 4-ethoxyphenylcarbamate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-Ethoxyaniline (156-43-4) → N-(tert-butoxycarbonyl)-4-ethoxyaniline (59255-66-2)

Guidance literature:

With guanidine hydrochloride; In ethanol; at 35 - 40 ℃; for 0.1h;

DOI:10.1016/j.tetlet.2011.01.023

Reference yield: 78.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-ethoxyphenyl hydrazine (39943-51-6) → N-(tert-butoxycarbonyl)-4-ethoxyaniline (59255-66-2)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 3h;

DOI:10.1055/s-2001-17439

Reference yield: 76.0%

di-tert-butyl dicarbonate (24424-99-5) + 4,4'-diethoxyazoxybenzene (588-52-3) → N-(tert-butoxycarbonyl)-4-ethoxyaniline (59255-66-2)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 5h;

DOI:10.1055/s-2001-17439

upstream raw materials:

4-ethoxyphenyl isocyanate

tert-butyl alcohol

di-tert-butyl dicarbonate

4-Ethoxyaniline

Downstream raw materials:

N-(4-ethoxy-2-nitrophenyl)acetamide

5-ethoxyisatoic anhydride

5-ethoxy-anthranilic acid

methyl 4-(4-methoxyphenyl)1,2-dihydro-6-ethoxy-1-(2,5-dimethoxybenzyl)-2-oxoquinoline-3-carboxylate

Refernces

• 1、 Karimian, Somaye,Tajik, Hassan. "N-Protection of amines using pyridinium 2,2,2-trifluoroacetate ionic liquid as an efficient and reusable catalyst". . p. 218 - 220. Retrieved 2014/02/14.
• 2、 Jahani, Fatemeh,Tajbakhsh, Mahmood,Golchoubian, Hamid,Khaksar, Samad. "Guanidine hydrochloride as an organocatalyst for N-Boc protection of amino groups". supporting information; experimental part. p. 1260 - 1264. Retrieved 2011/04/15.