Cefradine

Base Information

• Chemical Name: Cefradine
• CAS No.: 30959-67-2
• Molecular Formula: C₁₆H₁₉N₃O₄S
• Molecular Weight: 349.411
• Mol file: 30959-67-2.mol

Synonyms:

Chemical Property of Cefradine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cefradine

There total 9 articles about Cefradine 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: 95.0%

cephradine/α-naphthol complex → Cefradine (30959-67-2,38821-53-3,52842-45-2)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 5 ℃; for 0.5h; pH=4;

DOI:10.1002/1099-0690(200105)2001:10<1817::AID-EJOC1817>3.0.CO;2-C

Reference yield: 17.4%

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + methyl (R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetate hemisulfuric acid salt → Cefradine (30959-67-2,38821-53-3,52842-45-2)

Guidance literature:

With ammonium hydroxide; sulfuric acid; In water; at 5 ℃; pH=6-6.9; Enzymatic reaction;

Reference yield:

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + dihydrophenylglycine acid chloride hydrochloride → Cefradine (30959-67-2,38821-53-3,52842-45-2)

Guidance literature:

3-deacetyloxy-7-aminocephalosporanic acid; With N-methyl-acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 45 ℃; for 2h; Inert atmosphere; Reflux;

dihydrophenylglycine acid chloride hydrochloride; In dichloromethane; at -5 - 0 ℃; for 2h;

With hydrogenchloride; In dichloromethane; water; at 2 - 10 ℃; for 0.25h;

upstream raw materials:

(6R)-3-methyl-8-oxo-7t-(trimethylsilanyl-amino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid trimethylsilanyl ester

(R)-2-(tert-butoxycarbonylamino)-2-(cyclohexa-1,4-dienyl)acetic acid

N-tert-butyloxycarbonylcefradine

3-deacetyloxy-7-aminocephalosporanic acid

Downstream raw materials:

N-tert-butyloxycarbonylcefradine

(6R,7R)-3-methyl-7-[(R)-2-amino-2-phenylacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid

cefalexin

Refernces

• 1、 -. "Method for synthesizing cephalosporin". Paragraph 0018; 0019; 0020; 0021; 0022; 0023; 0024-0032. . Retrieved 2019/04/26.
• 2、 -. "Cefradine compound prepared by adopting high-flux medicine crystal form rapid screening technology and preparation thereof". Paragraph 0043; 0044; 0045; 0046; 0047; 0048; 0049. . Retrieved 2017/04/03.