desthiobenzylpenicillin

Base Information

• Chemical Name: desthiobenzylpenicillin
• CAS No.: 4425-26-7
• Molecular Formula: C16H20N2O4
• Molecular Weight: 304.346
• Hs Code.: 2933990090
• Mol file: 4425-26-7.mol

Synonyms:Dethiobenzylpenicillin;Desthiobenzylpenicillin;(2r)-3-methyl-2-{(3s)-2-oxo-3-[(phenylacetyl)amino]azetidin-1-yl}butanoic acid;

Chemical Property of desthiobenzylpenicillin

Chemical Property:

• Vapor Pressure: 7.36E-16mmHg at 25°C
• Boiling Point: 612.5°C at 760 mmHg
• Flash Point: 324.3°C
• PSA: 90.20000
• Density: 1.26g/cm³
• LogP: 1.44350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of desthiobenzylpenicillin

There total 5 articles about desthiobenzylpenicillin 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: 44.0%

penicillin G (61-33-6) → 3-phenylacetamido-2-oxo-1-azetidinyl-2-(isopropyl)acetic acid (4425-26-7)

Guidance literature:

With Raney nickel W-2 type; In water; for 0.25h; Heating;

DOI:10.1248/cpb.35.3464

Reference yield:

Penicillin G potassium (113-98-4) → 3-phenylacetamido-2-oxo-1-azetidinyl-2-(isopropyl)acetic acid (4425-26-7) + (R)-3-Methyl-2-((S)-2-oxo-3-phenylacetylamino-azetidin-1-yl)-but-3-enoic acid (86649-08-3)

Guidance literature:

With nickel; In water; at 165 ℃; for 0.25h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1055/s-1983-30304

Reference yield:

penicillin G (61-33-6) → 3-phenylacetamido-2-oxo-1-azetidinyl-2-(isopropyl)acetic acid (4425-26-7) + (R)-3-Methyl-2-((S)-2-oxo-3-phenylacetylamino-azetidin-1-yl)-but-3-enoic acid (86649-08-3)

Guidance literature:

With nickel; In water; at 175 ℃; for 0.25h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)81794-3

upstream raw materials:

Penicillin G potassium

penicillin G

Downstream raw materials:

methyl D-2-(3-phenylacetamido-2-oxo-1-azetidinyl)-2-(4-methoxyphenyl)acetate

(S)-(4-Methoxy-phenyl)-((S)-2-oxo-3-phenylacetylamino-azetidin-1-yl)-acetic acid methyl ester

(S)-3-[[(phenylmethyl)carbonyl]amino]-2-azetidinone

Refernces

• 1、 Wei,Weigele. "Desulfurization of penicillins". . p. 287 - 288. Retrieved 2007/10/02.