Tert-butyl 4-amino-2-fluorobenzylcarbamate

Base Information

• Chemical Name: Tert-butyl 4-amino-2-fluorobenzylcarbamate
• CAS No.: 900174-92-7
• Molecular Formula: C12H17FN2O2
• Molecular Weight: 240.278
• European Community (EC) Number: 847-698-0
• DSSTox Substance ID: DTXSID60701788
• Wikidata: Q82633555
• Mol file: 900174-92-7.mol

Synonyms:TERT-BUTYL 4-AMINO-2-FLUOROBENZYLCARBAMATE;900174-92-7;tert-butyl N-[(4-amino-2-fluorophenyl)methyl]carbamate;TERT-BUTYL4-AMINO-2-FLUOROBENZYLCARBAMATE;SCHEMBL4597727;DTXSID60701788;FKSOCOFHSAAXCX-UHFFFAOYSA-N;MFCD09263967;AB50284;t-Butyl 4-amino-2-fluorobenzylcarbamate;CS-0231632;C90568;EN300-1091576;tert-Butyl [(4-amino-2-fluorophenyl)methyl]carbamate;(4-Amino-2-fluoro-benzyl)-carbamic acid tert-butyl ester

Chemical Property of Tert-butyl 4-amino-2-fluorobenzylcarbamate

Chemical Property:

• Boiling Point: 384.5±32.0 °C(Predicted)
• PKA: 11.81±0.46(Predicted)
• PSA: 67.84000
• Density: 1.160±0.06 g/cm3(Predicted)
• LogP: 3.21820
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 240.12740595
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL-4-AMINO-2-FLUOROBENZYLCARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=C(C=C(C=C1)N)F

Technology Process of Tert-butyl 4-amino-2-fluorobenzylcarbamate

There total 6 articles about Tert-butyl 4-amino-2-fluorobenzylcarbamate 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: 85.0%

C12H15FN2O4 (1402586-54-2) → (4-Amino-2-fluoro-benzyl)-carbamic acid tert-butyl ester (900174-92-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; for 6h;

Reference yield: 60.0%

C7H9FN2 (900174-91-6) + di-tert-butyl dicarbonate (24424-99-5) → (4-Amino-2-fluoro-benzyl)-carbamic acid tert-butyl ester (900174-92-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃;

Reference yield:

2-(2-fluoro-4-nitrobenzyl)isoindoline-1,3-dione (1402586-10-0) → (4-Amino-2-fluoro-benzyl)-carbamic acid tert-butyl ester (900174-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate; trifluoroacetic acid; toluene-4-sulfonic acid / tetrahydrofuran / 6 h / Reflux

2: triethylamine / dichloromethane / 0.5 h / 0 - 23 °C

3: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 6 h

With palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

C₇H₉FN₂

di-tert-butyl dicarbonate

2-fluoro-4-nitrotoluene

1-(bromomethyl)-2-fluoro-4-nitrobenzene

Downstream raw materials:

C₁₉H₂₁FN₂O₄

C₂₇H₃₃ClFN₅O₃

1-[4-(aminomethyl)-3-fluorophenyl]-3-[[5-tert-butyl-2-(3-chlorophenyl)-2H-pyrazol-3-yl]methyl]urea

Refernces

• 1、 -. "PHENYLGLYCINAMIDE DERIVATIVES USEFUL AS ANTICOAGULANTS". Page/Page column 141-142. . Retrieved 2008/06/13.