N-(((4-benzoylamino)phenyl)sulfonyl)glycine

Base Information

• Chemical Name: N-(((4-benzoylamino)phenyl)sulfonyl)glycine
• CAS No.: 109065-69-2
• Molecular Formula: C15H14 N2 O5 S
• Molecular Weight: 0
• Mol file: 109065-69-2.mol

Synonyms:BAPSG

Chemical Property of N-(((4-benzoylamino)phenyl)sulfonyl)glycine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 120.95000
• Density: 1.453g/cm³
• LogP: 2.84650

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(((4-benzoylamino)phenyl)sulfonyl)glycine

There total 8 articles about N-(((4-benzoylamino)phenyl)sulfonyl)glycine 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: 74.0%

2-(4-aminobenzenesulfonylamino)ethanoic acid (5616-30-8) + benzoyl chloride (98-88-4) → BAPSG (109065-69-2)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; Heating;

DOI:10.1021/jm00392a012

Reference yield:

2-[(4-nitrobenzene)sulfonamido]acetic acid (15054-44-1) → BAPSG (109065-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / H₂ / 5percent Pd/C / ethanol / 2 h / 2585.7 Torr

2: 74 percent / aq. NaHCO₃ / tetrahydrofuran / Heating

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00392a012

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → BAPSG (109065-69-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / 0.5 h / 60 - 70 °C

2: 81 percent / H₂ / 5percent Pd/C / ethanol / 2 h / 2585.7 Torr

3: 74 percent / aq. NaHCO₃ / tetrahydrofuran / Heating

With sodium hydroxide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00392a012

upstream raw materials:

2-(4-aminobenzenesulfonylamino)ethanoic acid

benzoyl chloride

4-(benzoylamino)benzenesulfonyl chloride

glycine

Downstream raw materials:

methyl-BAPSG

isopropyl-BAPSG

Refernces

• 1、 Sunkara,DeRuiter,Randall Clark,Kompella. "In-vitro hydrolysis, permeability, and ocular uptake of prodrugs of N-[4-(benzoylamino)phenylsulfonyl]glycine, a novel aldose reductase inhibitor". . p. 1113 - 1122. Retrieved 2007/10/03.
• 2、 Mayfield,DeRuiter. "Novel inhibitors of rat lens aldose reductase: N-[[(substituted amino)phenyl]sulfonyl]glycines". . p. 1595 - 1598. Retrieved 2007/10/02.