P-NITROBENZYL-6,6-DIBROMOPENICILLINATE

Base Information

• Chemical Name: P-NITROBENZYL-6,6-DIBROMOPENICILLINATE
• CAS No.: 98510-71-5
• Molecular Formula: C15H14 Br2 N2 O5 S
• Molecular Weight: 494.16
• Mol file: 98510-71-5.mol

Synonyms:p-Nitrobenzyl6,6-dibromopenicillinate

Chemical Property of P-NITROBENZYL-6,6-DIBROMOPENICILLINATE

Chemical Property:

• Vapor Pressure: 2.03E-13mmHg at 25°C
• Refractive Index: 1.69
• Boiling Point: 579.4°Cat760mmHg
• Flash Point: 304.2°C
• PSA: 117.73000
• Density: 1.89g/cm³
• LogP: 3.64750

Purity/Quality:

98%Min ^*data from raw suppliers

P-NITROBENZYL-6,6-DIBROMOPENICILLINATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of P-NITROBENZYL-6,6-DIBROMOPENICILLINATE

There total 2 articles about P-NITROBENZYL-6,6-DIBROMOPENICILLINATE 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: 80.0%

Sodium 6,6-dibromopenicillanate (76454-48-3) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 4-Nitrobenzyl 6,6-dibromopenicillanate (98510-71-5)

Guidance literature:

15-crown-5; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1055/s-1986-31474

Reference yield: 67.0%

1-bromomethyl-4-nitro-benzene (100-11-8) + 6,6-dibromopenicillanic acid (24158-88-1) → 4-Nitrobenzyl 6,6-dibromopenicillanate (98510-71-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ja00150a003

Reference yield: 35.0%

4-Nitrobenzyl 6,6-dibromopenicillanate (98510-71-5) + acetaldehyde (75-07-0,9002-91-9) → C17H19BrN2O6S (302904-78-5)

Guidance literature:

With methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃;

DOI:10.1016/j.bmcl.2009.04.034

upstream raw materials:

Sodium 6,6-dibromopenicillanate

1-bromomethyl-4-nitro-benzene

6,6-dibromopenicillanic acid

Downstream raw materials:

2-(2-Acetylsulfanyl-3,3-dibromo-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid 4-nitro-benzyl ester

p-nitrobenzyl 6α-bromo-6β-(hydroxymethyl)penicillanate

(2S,5R,6S)-6-((R)-1-Hydroxy-ethyl)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

p-nitrobenzyl 6α-(hydroxymethyl)penicillanate

Refernces

• 1、 Miyashita, Kazuyuki,Massova, Irina,Taibi, Pascale,Mobashery, Shahriar. "Design, synthesis, and evaluation of a potent mechanism-based inhibitor for the TEM β-lactamase with implications for the enzyme mechanism". . p. 11055 - 11059. Retrieved 2007/10/02.