Tert-butyl 2-fluorophenylcarbamate

Base Information

• Chemical Name: Tert-butyl 2-fluorophenylcarbamate
• CAS No.: 98968-72-0
• Molecular Formula: C11H14FNO2
• Molecular Weight: 211.236
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70406858
• Nikkaji Number: J2.132.243A
• Wikidata: Q82211978
• Mol file: 98968-72-0.mol

Synonyms:98968-72-0;tert-Butyl (2-fluorophenyl)carbamate;TERT-BUTYL 2-FLUOROPHENYLCARBAMATE;tert-butyl N-(2-fluorophenyl)carbamate;N-BOC-2-FLUOROANILINE;Carbamic acid, (2-fluorophenyl)-, 1,1-dimethylethyl ester;SCHEMBL661640;DTXSID70406858;AUHNQFOFWVWFTH-UHFFFAOYSA-N;N-t-butoxycarbonyl-2-fluoroaniline;tert-Butyl(2-fluorophenyl)carbamate;MFCD04112559;N-(t-butoxycarbonyl)-2-fluoroaniline;AKOS003029072;AM87512;BS-33441;CS-0197539;N-TERT-BUTOXYCARBONYL-2-FLUOROANILINE;N10161;(2-fluoro-phenyl)-carbamic acid tert-butyl ester;A858504

Chemical Property of Tert-butyl 2-fluorophenylcarbamate

Chemical Property:

• Boiling Point: 230.1 °C at 760 mmHg
• Flash Point: 92.9 °C
• PSA: 38.33000
• Density: 1.156 g/cm³
• LogP: 3.24570
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 211.10085685
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98%Min ^*data from raw suppliers

tert-Butyl2-Fluorophenylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=CC=C1F

Technology Process of Tert-butyl 2-fluorophenylcarbamate

There total 3 articles about Tert-butyl 2-fluorophenylcarbamate 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%

2-Fluoroaniline (348-54-9) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-fluorophenylcarbamate (98968-72-0)

Guidance literature:

at 20 ℃; for 6h; Heating / reflux;

Reference yield: 70.0%

C12H14FNO4 → tert-butyl 2-fluorophenylcarbamate (98968-72-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In chlorobenzene; at 85 ℃; for 1h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b02724

Reference yield:

tert-Butyl N-hydroxycarbamate (36016-38-3) → tert-butyl 2-fluorophenylcarbamate (98968-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / -15 °C / Schlenk technique; Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; caesium carbonate / chlorobenzene / 1 h / 85 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; dicyclohexyl-carbodiimide; In dichloromethane; chlorobenzene;

DOI:10.1021/acs.orglett.6b02724

upstream raw materials:

2-Fluoroaniline

di-tert-butyl dicarbonate

tert-Butyl N-hydroxycarbamate

Downstream raw materials:

tert-butyl N-(2-formyl-6-fluorophenyl)carbamate

2-(tert-Butoxycarbonylamino)-3-fluoro-benzoic acid

(2-bromo-6-fluoro-phenyl)-carbamic acid tert-butyl ester

2-(2,4-dimethylphenylsulfanyl)phenyl carbamic acid tert-butyl ester

Refernces

• 1、 -. "A suitable hydrobromidum fertile for method for synthesizing west sandbank industrial production (by machine translation)". Paragraph 0042-0046; 0060-0062. . Retrieved 2019/10/04.
• 2、 -. "MUTANT IDH1 INHIBITORS USEFUL FOR TREATING CANCER". Paragraph 0225. . Retrieved 2016/07/27.