86334-63-6

Basic information

• Product Name: benzyl((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate
• Synonyms: benzyl((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate;EOS-61438
• CAS NO: 86334-63-6
• Molecular Formula: C₂₁H₂₄N₂O₆
• Molecular Weight: 399.41712
• Mol File: 86334-63-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: benzyl((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate(86334-63-6)
• EPA Substance Registry System: benzyl((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate(86334-63-6)

Safety Data

• Hazardous Substances Data: 86334-63-6(Hazardous Substances Data)

Usage

General Description

Benzyl((2S,3S)-1-(2,4-dimethoxybenzyl)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate is a chemical compound with a complex structure that includes a benzene ring, a carbamate group, and an azetidin-3-yl ring. It is a synthetic compound with potential pharmaceutical applications, possibly as a drug or a precursor for drug synthesis. The presence of the hydroxymethyl and dimethoxybenzyl groups suggests that it may have biological activity or binding affinity to specific targets. Its chemical name reflects the arrangement of the different functional groups in the molecule, and it is likely to be used in medicinal chemistry research and drug development.

Upstream product

• 86299-39-0 N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide 
• 501-53-1 benzyl chloroformate 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 86334-59-0 benzyl ((2S,3S)-1-(2,4-dimethoxybenzyl)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-oxoazetidin-3-yl)-carbamate 
• 86334-58-9 (3S,4S)-3-amino-1-(2,4-dimethoxybenzyl)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)azetidin-2-one 
• 86390-73-0 N-<(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-<(R)-2,2-dimethyl-1,3-dioxalan-4-yl>-2-oxo-3-azetidinyl>phthalimide 
• 20781-20-8 2,4-Dimethoxybenzylamine 
• 88852-09-9 (R,E)-1-(2,4-dimethoxyphenyl)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methylene)methanamine 
• 86299-41-4 (3S,4S)-3-(benzyloxycarboxamido)-1-(2,4-dimethoxybenzyl)-4-formyl-2-azetidinone 

Downstream Products

• 99397-29-2 (3S,4S)-3-benzyloxycarbonylamino-4-hydroxymethyl-2-azetidinone 

Relevant articles and documents

Process Development for the Synthesis of a Monobactam Antibiotic-LYS228

A scalable process for the novel monobactam antibiotic LYS228 has been developed. This paper covers a novel scalable process for producing β-lactam 10 in the multiple kilogram scale. An alternative approach to compound 7 without protecting-group exchange

Chiral azetidinone epoxides

Epoxyimines, formed from epoxyaldehydes, react via cycloaddition with amino-protected glycyl halides to provide 3-protected-amino-4-(substituted oxiranyl)azetidinones represented by the formula STR1 wherein, e.g., R is protected amino; R1 and R2 is H, alkyl, phenyl, etc.; and R3 inter alia a nitrogen-protecting group. Chiral epoxyimines from chiral epoxyaldehydes induce high levels of asymmetric induction during the cycloaddition to provide substantially one diastereomer of the 3,4-disubstituted azetidinone. For example, the epoxyimine formed with (2R,3S)-2-formyl-3-phenyloxirane and 2,4-dimethoxybenzylamine is reacted with phthalimidoacetyl chloride to provide [3R,4R,4(2S,3S]-1-(2,4-dimethoxybenzyl)-3-phthalimido-4-(3-phenyloxiran-2-yl)-2-azetidinone. The epoxy-substituted azetidinones are useful intermediates for β-lactam antibiotic compounds.