185387-26-2

Basic information

• Product Name: 2-Azetidinecarboxylic acid, 1-[(1,1-dimethylethyl)dimethylsilyl]-4-oxo-, phenylmethyl ester, (2R)-
• CAS NO: 185387-26-2
• Molecular Formula: C17H25NO3Si
• Molecular Weight: 319.476
• Mol File: 185387-26-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Azetidinecarboxylic acid, 1-[(1,1-dimethylethyl)dimethylsilyl]-4-oxo-, phenylmethyl ester, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinecarboxylic acid, 1-[(1,1-dimethylethyl)dimethylsilyl]-4-oxo-, phenylmethyl ester, (2R)-(185387-26-2)
• EPA Substance Registry System: 2-Azetidinecarboxylic acid, 1-[(1,1-dimethylethyl)dimethylsilyl]-4-oxo-, phenylmethyl ester, (2R)-(185387-26-2)

Safety Data

• Hazardous Substances Data: 185387-26-2(Hazardous Substances Data)

Usage

Class

Carboxylic acid ester

Chirality

Chiral compound with (2R)-stereoisomer

Use

Organic synthesis reagent

Applications

Pharmaceuticals, agrochemicals, materials science

Building block

Valuable for synthesis of complex molecules

Upstream product

• 82938-50-9 (4R)-1-(tert-butyldimethylsilyl)-2-oxoazetidine-4-carboxylic acid 
• 100-51-6 benzyl alcohol 
• 4079-59-8 D-aspartic acid dibenzyl ester 
• 4079-64-5 (R)-dibenzyl 2-aminosuccinate p-toluenesulfonic acid salt 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 211816-35-2 dibenzyl N-(tert-butyldimethylsilyl)-D-aspartate 
• 95729-87-6 benzyl (2R)-4-oxoazetidine-2-carboxylate 

Downstream Products

• 211816-27-2 (3S,4S)-N-(tert-butyldimethylsilyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one 
• 82938-50-9 (4R)-1-(tert-butyldimethylsilyl)-2-oxoazetidine-4-carboxylic acid 

Relevant articles and documents

BISPHENYL COMPOUNDS USEFUL AS VITAMIN D3 RECEPTOR AGONISTS

The present invention discloses bisphenyl compounds of the formula (I): wherein R1, R2, R3, R4, R5, R6, X, Y, W are defined herein after. These compounds are useful as pharmaceuticals.

Structure-activity studies related to ABT-594, a potent nonopioid analgesic agent: Effect of pyridine and azetidine ring substitutions on nicotinic acetylcholine receptor binding affinity and analgesic activity in mice

Analogs of A-98593 (1) and its enantiomer ABT-594 (2) with diverse substituents on the pyridine ring were prepared and tested for affinity to nicotinic acetylcholine receptor binding sites in rat brain and for analgesic activity in the mouse hot plate assay. Numerous types of modifications were consistent with high affinity for [3H]cytisine binding sites. By contrast, only selected modifications resulted in retention of analgesic potency in the ame range as 1 and 2. Analogs of 2 with one or two methyl substituents at the 3-position of the azetidine ring also were prepared and found to be substantially less active in both assays.