Ethyl 4-(tert-butoxycarbonylamino)benzoate

Base Information

• Chemical Name: Ethyl 4-(tert-butoxycarbonylamino)benzoate
• CAS No.: 110969-44-3
• Molecular Formula: C14H19 N O4
• Molecular Weight: 265.309
• DSSTox Substance ID: DTXSID10548160
• Nikkaji Number: J2.426.695H
• Wikidata: Q82426778
• Mol file: 110969-44-3.mol

Synonyms:110969-44-3;ETHYL 4-(TERT-BUTOXYCARBONYLAMINO)BENZOATE;ethyl 4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoate;Ethyl 4-((tert-butoxycarbonyl)amino)benzoate;ETHYL 4-[(TERT-BUTOXYCARBONYL)AMINO]BENZOATE;Benzoic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-,ethyl ester;SCHEMBL273218;DTXSID10548160;NTEPQGVLMATGGX-UHFFFAOYSA-N;AB9237;Ethyl 4-t-butoxycarbonylaminobenzoate;MFCD08703143;AKOS009165896;CS-0329627

Chemical Property of Ethyl 4-(tert-butoxycarbonylamino)benzoate

Chemical Property:

• Boiling Point: 330.7 °C at 760 mmHg
• PKA: 13.33±0.70(Predicted)
• Flash Point: 153.8 °C
• PSA: 64.63000
• Density: 1.139 g/cm³
• LogP: 3.28330
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-((tert-butoxycarbonyl)amino)benzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-(tert-butoxycarbonylamino)benzoate

There total 7 articles about Ethyl 4-(tert-butoxycarbonylamino)benzoate 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: 98.0%

tert-butyl carbazate (4248-19-5) + Ethyl 4-bromobenzoate (5798-75-4) → 4-tert-butyloxycarbonylaminobenzoic acid ethyl ester (110969-44-3)

Guidance literature:

With ?di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate; In water; at 50 ℃; for 24h; Inert atmosphere; Green chemistry;

DOI:10.1039/c3gc42188k

Reference yield: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + p-aminoethylbenzoate (94-09-7) → 4-tert-butyloxycarbonylaminobenzoic acid ethyl ester (110969-44-3)

Guidance literature:

DOI:10.1021/jo990843c

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-tert-butyloxycarbonylaminobenzoic acid ethyl ester (110969-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / 105 h / 20 °C / Heating / reflux

2.1: dichloromethane / 0.25 h / 20 °C

2.2: 1 h

With hydrogenchloride; In dichloromethane;

upstream raw materials:

4-(N-Acetyl-N-tert-butyloxycarbonylamino)benzoic acid ethyl ester

di-tert-butyl dicarbonate

p-aminoethylbenzoate

ethyl p-acetamidobenzoate

Downstream raw materials:

ethyl 4-butyrate

ethyl 3-bromo-4-(N-tert-butoxycarbonyl)aminobenzoate

ethyl 4-(N-tert-butoxycarbonyl)amino-3-formylbenzoate

ethyl 4-(N-tert-butoxycarbonyl)amino-3-ethenylbenzoate