112953-21-6

Basic information

• Product Name: (6R,7R)
• Synonyms: Benzhydryl (6R,7R)-3-((Z)-2-(4-methylthiazol-5-yl)vinyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-7-[(phenylacetyl)amino]-, diphenylmethyl ester, [6R-[3(Z),6α,7β]]- (9CI)
• CAS NO: 112953-21-6
• Molecular Formula: C₃₄H₂₉N₃O₄S₂
• Molecular Weight: 607.74176
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 112953-21-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (6R,7R)(CAS DataBase Reference)
• NIST Chemistry Reference: (6R,7R)(112953-21-6)
• EPA Substance Registry System: (6R,7R)(112953-21-6)

Safety Data

• Hazardous Substances Data: 112953-21-6(Hazardous Substances Data)

Usage

Description

(6R,7R) is a chiral compound with specific stereochemistry, characterized by the presence of two chiral centers at the 6th and 7th positions. It is a red solid with unique chemical properties that make it a valuable intermediate in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
(6R,7R) is used as an intermediate in the preparation of Cephalosporin antibiotics and their derivatives. Its unique stereochemistry and chemical properties contribute to the development of effective and targeted antibiotic therapies.
As a key intermediate in the synthesis of Cephalosporin antibiotics, (6R,7R) plays a crucial role in the pharmaceutical industry. Its specific stereochemistry allows for the creation of more potent and selective antibiotics, which can help combat drug-resistant bacterial strains and improve patient outcomes. Additionally, its red solid form provides a distinctive visual characteristic that can be useful in quality control and identification processes.

Upstream product

• 107550-89-0 4-(diphenylmethoxycarbonyl)-7β-phenylacetamidoceph-3-en-3-ylmethylphosphonium iodide 
• 82294-70-0 4-methyl-1,3-thiazole-5-carbaldehyde 
• 91439-21-3 cephalosporin 3'-triphenylphosphonium ylide 

Downstream Products

• 823792-22-9 7-phenylacetamido-3-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid 

Relevant articles and documents

The Regioselectivity of Cycloaddition Reactions Between Diazomethane and 3-Vinylcephalosporins

Diphenylmethyl (6R,7R)-7-phenylacetamido-3-vinylceph-3-em-4-carboxylate 1 undergoes regioselective addition of diazomethane to give the 1-pyrazoline 7, which readily undergoes thermolysis of give the cyclopropyl analogue 10.The regioselectivity is reversed, however, when one or more electron withdrawing ester substituents are attached to the 3-vinyl group.