Tert-butyl (4-hydroxyphenyl)carbamate

Base Information

• Chemical Name: Tert-butyl (4-hydroxyphenyl)carbamate
• CAS No.: 54840-15-2
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• Hs Code.: 2924299090
• European Community (EC) Number: 628-641-7
• DSSTox Substance ID: DTXSID20373526
• Nikkaji Number: J1.173.021C
• Wikidata: Q82161740
• ChEMBL ID: CHEMBL1797966
• Mol file: 54840-15-2.mol

Synonyms:54840-15-2;4-N-Boc-aminophenol;tert-butyl (4-hydroxyphenyl)carbamate;tert-butyl 4-hydroxyphenylcarbamate;N-Boc-4-hydroxyaniline;Tert-butyl N-(4-hydroxyphenyl)carbamate;N-Boc-4-aminophenol;1,1-Dimethylethyl (4-hydroxyphenyl)carbamate;4-(tert-butoxycarbonylamino)phenol;MFCD00226573;Carbamic acid, (4-hydroxyphenyl)-, 1,1-dimethylethyl ester;(4-hydroxy-phenyl)-carbamic acid tert-butyl ester;4-Butyldicyclohexylanone;N-Boc-4-hydroxy-aniline;4-t-butoxycarbonylaminophenol;SCHEMBL437131;4-(Boc-amino)phenol, 97%;4-(t-butoxycarbonyl)aminophenol;N-Boc-4-hydroxyaniline, 97%;CHEMBL1797966;4-(t-butoxy carbonyl)aminophenol;DTXSID20373526;p-(tert butoxycarbonylamino)phenol;YRQMBQUMJFVZLF-UHFFFAOYSA-N;t-butyl (4-hydroxyphenyl)carbamate;Tert-butyl-4-hydroxyphenylcarbamate;CS-D1192;t-butyl (4-hydroxyphenyl)-carbamate;tert-butyl(4-hydroxyphenyl)carbamate;STK501098;AKOS000321217;AC-6436;4-[N-(tert-butoxycarbonyl)amino]phenol;tert-butyl-N-(4-hydroxyphenyl)carbamate;DS-14090;SY033187;tert.butyl N-(4-hydroxy-phenyl)carbamate;4-(1,1-dimethylethoxycarbonyl)aminophenol;4-(1,1-dimethylethoxycarbonylamino)phenol;A7966;BB 0253976;FT-0640274;EN300-90183;(4-hydroxyphenyl)carbamic acid tert-butyl ester;B56686;(4-Hydroxyphenyl)-carbamic acid tert-butyl ester;Z730521644

Chemical Property of Tert-butyl (4-hydroxyphenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.00133mmHg at 25°C
• Melting Point: 143-147 °C(lit.)
• Refractive Index: 1.569
• Boiling Point: 288.7 °C at 760 mmHg
• PKA: 10.13±0.26(Predicted)
• Flash Point: 128.4 °C
• PSA: 58.56000
• Density: 1.182 g/cm³
• LogP: 2.81220
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

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

4-N-Boc-Aminophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=C(C=C1)O
• Uses: 4-(Boc-amino)phenol, is used to protect amine in the solid phase synthesis of peptides, used to produce [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester at ambient temperature. This reaction will need reagent imidazole and solvent dimethylformamide, CH2Cl2.

Technology Process of Tert-butyl (4-hydroxyphenyl)carbamate

There total 25 articles about Tert-butyl (4-hydroxyphenyl)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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-amino-phenol (123-30-8) → 4-N-tert-butoxycarbonylaminophenol (54840-15-2)

Guidance literature:

With triethylamine; In methanol; at 22 ℃; for 14h;

Reference yield: 99.46%

iminodicarboxylic acid di-tert-butyl ester (51779-32-9) + 4-amino-phenol (123-30-8) → 4-N-tert-butoxycarbonylaminophenol (54840-15-2)

Guidance literature:

In tetrahydrofuran; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00756

Reference yield: 98.0%

[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester (157427-91-3) → 4-N-tert-butoxycarbonylaminophenol (54840-15-2)

Guidance literature:

With lithium acetate; In water; N,N-dimethyl-formamide; at 70 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jo802472s

upstream raw materials:

di-tert-butyl dicarbonate

4-amino-phenol

4-<(tert-butoxycarbonyl)amino>phenyl N-(5-chloro-2-hydroxyphenyl)carbamate

4-hydroxyphenylhydrazine

Downstream raw materials:

4-<(tert-butoxycarbonyl)amino>phenyl chloroformate

[4-(5-bromothiazol-2-yloxy)phenyl]carbamic acid tert-butyl ester

C₃₂H₄₈N₂O₁₀

2-nitro-5-(4-(tert-butoxycarbonylamino)phenoxy)pyridine-3-ylamine

Refernces

• 1、 -. "Salicylaldehyde Schiff base derivative based on ureido pyrimidone, and supramolecular polymer". Paragraph 0053-0057. . Retrieved 2021/08/11.
• 2、 Ingale, Ajit P.,Garad, Dnyaneshwar N.,Ukale, Dattatraya,Thorat, Nitin M.,Shinde, Sandeep V.. "Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines". supporting information. p. 3791 - 3804. Retrieved 2021/11/04.