tert-Butyl (2-amino-5-fluorophenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-amino-5-fluorophenyl)carbamate
• CAS No.: 362670-07-3
• Molecular Formula: C11H15 F N2 O2
• Molecular Weight: 226.251
• Hs Code.: 2924299090
• European Community (EC) Number: 808-763-9
• DSSTox Substance ID: DTXSID80697614
• Wikidata: Q82627553
• Mol file: 362670-07-3.mol

Synonyms:362670-07-3;tert-Butyl (2-amino-5-fluorophenyl)carbamate;(2-AMINO-5-FLUORO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL N-(2-AMINO-5-FLUOROPHENYL)CARBAMATE;MFCD07787180;SCHEMBL826795;DTXSID80697614;FELBQUPQCJZQQX-UHFFFAOYSA-N;N1-Boc-5-fluorobenzene-1,2-diamine;AKOS017558502;N2-Boc-4-fluoro-1,2-phenylenediamine;SB36835;AM803781;AS-39524;SY055223;tert-butyl 2-amino-5-fluorophenylcarbamate;B4237;CS-0038835;tert-Butyl(2-amino-5-fluorophenyl)carbamate;A874384;(2-amino-5-fluorophenyl)-carbamic acid tert-butyl ester;(2-amino-5-fluorophenyl)carbamic acid tert-butyl ester;N2-(tert-Butoxycarbonyl)-4-fluoro-1,2-phenylenediamine;(2-Amino-5-fluoro-phenyl)-carbamic acid tert-butyl ester, AldrichCPR

Chemical Property of tert-Butyl (2-amino-5-fluorophenyl)carbamate

Chemical Property:

• Melting Point: 100.0 to 104.0 °C
• PSA: 67.84000
• LogP: 3.34970
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 226.11175589
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

(2-Amino-5-fluoro-phenyl)-carbamicAcidtert-ButylEster ^*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=C(C=CC(=C1)F)N

Technology Process of tert-Butyl (2-amino-5-fluorophenyl)carbamate

There total 6 articles about tert-Butyl (2-amino-5-fluorophenyl)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: 98.0%

(5-fluoro-2-nitrophenyl)carbamic acid tert-butyl ester (362670-06-2) → (2-amino-5-fluorophenyl)carbamic acid tert-butyl ester (362670-07-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 25 ℃;

Reference yield: 73.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-fluoro-1,2-phenylenediamine (367-31-7) → (2-amino-5-fluorophenyl)carbamic acid tert-butyl ester (362670-07-3)

Guidance literature:

at 50 ℃;

DOI:10.1016/j.bmcl.2005.05.021

Reference yield:

di-tert-butyl (5-fluoro-2-nitrophenyl)carbamate → (2-amino-5-fluorophenyl)carbamic acid tert-butyl ester (362670-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 1.5 h

2: hydrogen / Raney nickel / tetrahydrofuran / 16 h / 20 °C / 2311.54 Torr / Sealed tube

With hydrogen; trifluoroacetic acid; Raney nickel; In tetrahydrofuran; dichloromethane;

upstream raw materials:

di-tert-butyl dicarbonate

4-fluoro-1,2-phenylenediamine

(5-fluoro-2-nitrophenyl)carbamic acid tert-butyl ester

5-fluoro-2-nitroaniline

Downstream raw materials:

(2-ethylamino-5-fluoro-phenyl)-carbamic acid tert-butyl ester

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