500108-46-3

Basic information

• Product Name: 2-Azetidinone,3-(acetyloxy)-4-(1,1-dimethylethyl)-,(3R,4S)-rel-(9CI)
• Synonyms: 2-Azetidinone,3-(acetyloxy)-4-(1,1-dimethylethyl)-,(3R,4S)-rel-(9CI)
• CAS NO: 500108-46-3
• Molecular Formula: C9H15NO3
• Molecular Weight: 185.2203
• Product Categories: METHOXY
• Mol File: 500108-46-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Azetidinone,3-(acetyloxy)-4-(1,1-dimethylethyl)-,(3R,4S)-rel-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinone,3-(acetyloxy)-4-(1,1-dimethylethyl)-,(3R,4S)-rel-(9CI)(500108-46-3)
• EPA Substance Registry System: 2-Azetidinone,3-(acetyloxy)-4-(1,1-dimethylethyl)-,(3R,4S)-rel-(9CI)(500108-46-3)

Safety Data

• Hazardous Substances Data: 500108-46-3(Hazardous Substances Data)

Upstream product

• 123534-00-9 N-(2,2-dimethylpropylidene)-4-methoxyaniline 
• 630-19-3 pivalaldehyde 

Relevant articles and documents

Enzymatic preparation of (3R)-cis-3-acetyloxy-4-(1,1-dimethylethyl)-2- azetidinone: A side-chain synthon for an orally active taxane

The chiral intermediate (3R)-cis-3-acetyloxy-4-(1,1-dimethylethyl)-2- azetidinone 2 was prepared for the semi-synthesis of the new taxane 5, an orally active anticancer compound. The enantioselective enzymatic hydrolysis of cis-3-acetyloxy-4-(1,1-dimethylethyl)-2-azetidinone 1 to the corresponding undesired (S)-alcohol 3 and unreacted desired 2 was carried out using immobilized lipase PS-30 or BMS lipase. Reaction yields of >48% and enantiomeric excesses of >99% were obtained for the desired 2. Acetoxy β-lactam 2 was converted to hydroxy β-lactam 4 for use in the semisynthesis of 5.

New highly active taxoids from 9β-dihydrobaccatin-9,10-acetals. Part 5

To improve the metabolic stability of 3, which exhibited both in vitro antitumor activity and in vivo efficacy by both iv and po administration, we designed and synthesized new taxane analogues. Most of the synthetic compounds maintained excellent antitum