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β-Methylcepham, also known as β-methyl-3-cephem-4-carboxylic acid, is a chemical compound that belongs to the class of cephems, which are a group of organic compounds structurally related to cephalosporins. It is a key intermediate in the synthesis of various semi-synthetic cephalosporin antibiotics, which are widely used in the treatment of bacterial infections. The compound features a β-methyl group attached to the cephem core structure, which contributes to its stability and activity. β-Methylcepham is synthesized through a series of chemical reactions, including the condensation of penicillin G with ketene, followed by ring expansion and subsequent modifications. Its chemical formula is C10H11NO4S, and it has a molecular weight of 243.26 g/mol. The compound plays a significant role in the pharmaceutical industry due to its involvement in the production of potent antibiotics that help combat various bacterial diseases.

33069-25-9

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33069-25-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 33069-25-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,0,6 and 9 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 33069-25:
(7*3)+(6*3)+(5*0)+(4*6)+(3*9)+(2*2)+(1*5)=99
99 % 10 = 9
So 33069-25-9 is a valid CAS Registry Number.

33069-25-9Downstream Products

33069-25-9Relevant academic research and scientific papers

DESULPHURISATION OF PENICILLINS WITH TRIPHENYLSTANNANE

Baldwin, Jack E.,Adlington, Robert M.,Kang, Tae Won,King, Lionel G.,Patel, Vipulkumar K.

, p. 759 - 766 (2007/10/02)

Reaction of penicillins (and a cephalosporin) with triphenylstannane provide a novel and efficient route to dethioazetidinones.A study on the mechanism of this process is described.

The Ring Expasion of Penams to Cephams: a Possible Biomimetic Process

Baldwin, Jack E.,Adlington, Robert M.,Kang, Tae Won,Lee, Eun,Schofield, Christopher J.

, p. 5953 - 5958 (2007/10/02)

Reaction of a 2β-bromomethyl penam with triphenyltin hydride gave, via ring expansion of the derived 2β-methyl radical, the corresponding cepham system; a similar process may be in operation during the biosynthetic ring expansion of penicillin N to deacet

Ring Expansion of Penams to Cephams: a Possible Biomimetic Process

Baldwin, Jack E.,Adlington, Robert M.,Kang, Tae Won,Lee, Eun,Schofield, Christopher J.

, p. 104 - 106 (2007/10/02)

Homolytic reductive debromination of a 2β-bromomethyl penam by triphenyltin hydride provides, via ring expansion of the derived 2β-methyl radical, the corresponding cepham system; a similar process may explain the biosynthetic ring expansion of penicillin

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