438187-10-1

Basic information

• Product Name: Benzoic acid, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-, cyanomethyl ester
• CAS NO: 438187-10-1
• Molecular Formula: C16H23NO3Si
• Molecular Weight: 305.449
• Mol File: 438187-10-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-, cyanomethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-, cyanomethyl ester(438187-10-1)
• EPA Substance Registry System: Benzoic acid, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-, cyanomethyl ester(438187-10-1)

Safety Data

• Hazardous Substances Data: 438187-10-1(Hazardous Substances Data)

Upstream product

• 438187-08-7 2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 164014-40-8 2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one 
• 567-61-3 2-hydroxy-6-methylbenzoic acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 438187-09-8 2-hydroxy-6-methyl-benzoic acid cyanomethyl ester 

Downstream Products

• 462629-25-0 2-(tert-butyl-dimethyl-silanyloxy)-6-[6-(tert-butyl-dimethyl-silanyloxy)-hex-2-enyl]-benzoic acid cyanomethyl ester 
• 462629-26-1 2-[6-(tert-butyl-dimethyl-silanyloxy)-hex-2-enyl]-6-hydroxy-benzoic acid cyanomethyl ester 
• 438186-97-1 2-bromomethyl-6-(tert-butyl-dimethyl-silanyloxy)-benzoic acid cyanomethyl ester 

Relevant articles and documents

Lobatamide C: Total synthesis, stereochemical assignment, preparation of simplified analogues, and V-ATPase inhibition studies

The total synthesis and stereochemical assignment of the potent antitumor macrolide lobatamide C, as well as synthesis of simplified lobatamide analogues, is reported. Cu(I)-mediated enamide formation methodology has been developed to prepare the highly unsaturated enamide side chain of the natural product and analogues. A key fragment coupling employs base-mediated esterification of a β-hydroxy acid and a salicylate cyanomethyl ester. Three additional stereoisomers of lobatamide C have been prepared using related synthetic routes. The stereochemistry at C8, C11, and C15 of lobatamide C was assigned by comparison of stereoisomers and X-ray analysis of a crystalline derivative. Synthetic lobatamide C, stereoisomers, and simplified analogues have been evaluated for inhibition of bovine chromaffin granule membrane V-ATPase. The salicylate phenol, enamide NH, and ortho-substitution of the salicylate ester have been shown to be important for V-ATPase inhibitory activity.