Tert-butyl 2-fluoro-4-nitrobenzoate

Base Information

• Chemical Name: Tert-butyl 2-fluoro-4-nitrobenzoate
• CAS No.: 157665-46-8
• Molecular Formula: C11H12 F N O4
• Molecular Weight: 241.219
• DSSTox Substance ID: DTXSID20437238
• Mol file: 157665-46-8.mol

Synonyms:157665-46-8;TERT-BUTYL 2-FLUORO-4-NITROBENZOATE;2-Fluoro-4-nitrobenzoic acid t-butyl ester;2-FLUORO-4-NITRO-BENZOIC ACID TERT-BUTYL ESTER;AB1289;Tert-butyl 2-fluoro-4-nitro-benzoate;SCHEMBL3758268;DTXSID20437238;ISOZHNCXGVENLC-UHFFFAOYSA-N;MFCD03095343;AKOS013218399;Tert-Butyl-2-Fluoro-4-nitro-benzoate;SB33941;BB 0260859;CS-0199701;FT-0727411;2-fluoro-4-nitrobenzoic acid tert-butyl ester

Chemical Property of Tert-butyl 2-fluoro-4-nitrobenzoate

Chemical Property:

• Boiling Point: 337.9±32.0 °C(Predicted)
• PSA: 72.12000
• Density: 1.250±0.06 g/cm3(Predicted)
• LogP: 3.21240
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 241.07503603
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

98%Min ^*data from raw suppliers

2-Fluoro-4-nitrobenzoicacidt-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)C1=C(C=C(C=C1)[N+](=O)[O-])F

Technology Process of Tert-butyl 2-fluoro-4-nitrobenzoate

There total 7 articles about Tert-butyl 2-fluoro-4-nitrobenzoate 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%

di-tert-butyl dicarbonate (24424-99-5) + 2-fluoro-4-nitrobenzoic acid (403-24-7) → tert-butyl 2-fluoro-4-nitrobenzoate (157665-46-8)

Guidance literature:

With triethylamine; dmap; In dichloromethane; at 10 - 20 ℃; for 2h;

Reference yield: 75.0%

2-fluoro-4-nitrobenzoic acid (403-24-7) + tert-butyl alcohol (75-65-0) → tert-butyl 2-fluoro-4-nitrobenzoate (157665-46-8)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; at 0 ℃; for 19h;

Reference yield:

2-fluoro-4-nitrobenzoic acid (403-24-7) → tert-butyl 2-fluoro-4-nitrobenzoate (157665-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / CH₂Cl₂

2: tetrahydrofuran

With thionyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2003.07.021

upstream raw materials:

2-fluoro-4-nitrobenzoyl chloride

tert-butyl alcohol

2-fluoro-4-nitrobenzoic acid

lithium tert-butoxide

Downstream raw materials:

3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-2-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-yImethyl methanesulfonate

5-(R)-azidomethyl-3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-2-yl]-3-fluoro-phenyl}-oxazolidin-2-one

3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-2-yl]-3-fluoro-phenyl}-5-(R)-hydroxymethyl-oxazolidin-2-one

benzyl {4-[4-(tert-butyl-dimethyI-silanyloxymethyl)-oxazol-2-yl]-3-fluoro-phenyl}-carbamate

Refernces

• 1、 -. "Substituted Oxopyridine Derivatives and Use Thereof in the Treatment of Cardiovascular Disorders". Paragraph 0653-0656. . Retrieved 2016/05/02.
• 2、 -. "SUBSTITUTED OXOPYRIDINE DERIVATIVES AND USE THEREOF IN THE TREATMENT OF CARDIOVASCULAR DISORDERS". Paragraph 0872-0875. . Retrieved 2016/10/07.