benzyl 3,4-difluorophenylcarbaMate

Base Information

• Chemical Name: benzyl 3,4-difluorophenylcarbaMate
• CAS No.: 250372-11-3
• Molecular Formula: C14H11F2NO2
• Molecular Weight: 263.244
• Mol file: 250372-11-3.mol

Synonyms:

Chemical Property of benzyl 3,4-difluorophenylcarbaMate

Chemical Property:

• Boiling Point: 320.2±42.0 °C(Predicted)
• PKA: 11.99±0.70(Predicted)
• PSA: 38.33000
• Density: 1.329±0.06 g/cm3(Predicted)
• LogP: 3.78650

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3,4-difluorophenylcarbaMate

There total 1 articles about benzyl 3,4-difluorophenylcarbaMate 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:

benzyl chloroformate (501-53-1,94274-21-2) + 3,4-difluoroaniline (3863-11-4) → (3,4-difluoro-phenyl)-carbamic acid benzyl ester (250372-11-3)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃;

DOI:10.1021/jm060666p

Reference yield: 83.0%

(3,4-difluoro-phenyl)-carbamic acid benzyl ester (250372-11-3) → 3,4-difluoroaniline (3863-11-4)

Guidance literature:

With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1007/s00706-018-2276-x

Reference yield:

(3,4-difluoro-phenyl)-carbamic acid benzyl ester (250372-11-3) → 3-(3,4-difluoro-phenyl)-2-oxo-oxazolidine-5-carbonyl chloride (1066876-01-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: NaIO₄ / RuCl₃*H₂O / acetonitrile; CCl₄ / 0 - 20 °C

3.1: oxalyl chloride / 20 °C

With sodium periodate; n-butyllithium; oxalyl dichloride; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; hexane; acetonitrile;

DOI:10.1021/jm060666p

upstream raw materials:

benzyl chloroformate

3,4-difluoroaniline

Downstream raw materials:

3-(3,4-difluoro-phenyl)-2-oxo-oxazolidine-5-carbonyl chloride

(S)-3-(3,4-difluorophenyl)-2-oxooxazolidine-5-carboxylic acid

3,4-difluoroaniline

Refernces

• 1、 -. "HIV-1 PROTEASE INHIBITORS". Page/Page column 5; 92; 21/39. . Retrieved 2008/12/04.