191917-06-3

Basic information

• Product Name: 3-(Dimethyl-phenyl-silanyl)-4-methyl-pentanoic acid ethyl ester
• Synonyms: 3-(Dimethyl-phenyl-silanyl)-4-methyl-pentanoic acid ethyl ester
• CAS NO: 191917-06-3
• Molecular Weight: 278.467
• Mol File: 191917-06-3.mol

Chemical Properties

• CAS DataBase Reference: 3-(Dimethyl-phenyl-silanyl)-4-methyl-pentanoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Dimethyl-phenyl-silanyl)-4-methyl-pentanoic acid ethyl ester(191917-06-3)
• EPA Substance Registry System: 3-(Dimethyl-phenyl-silanyl)-4-methyl-pentanoic acid ethyl ester(191917-06-3)

Safety Data

• Hazardous Substances Data: 191917-06-3(Hazardous Substances Data)

Upstream product

• 15790-86-0 ethyl-4-methyl-2-(E)-penteneoate 
• 3839-31-4 dimethyl(phenyl)silyllithium 

Downstream Products

• 191916-98-0 (E)-5-(Dimethyl-phenyl-silanyl)-6-methyl-hept-2-enoic acid methyl ester 
• 191917-00-7 (Z)-5-(Dimethyl-phenyl-silanyl)-6-methyl-hept-2-enoic acid methyl ester 
• 191917-32-5 2-[3-(Dimethyl-phenyl-silanyl)-4-methyl-pentylidene]-malonic acid dimethyl ester 
• 191916-50-4 3-(Dimethyl-phenyl-silanyl)-4-methyl-pentanal 

Relevant articles and documents

A synthesis of enantiomerically enriched propargyl silanes

Reduction of ethyl 3-methyl-, 3-isopropyl- and 3-n-pentyl-3-[dimethyl(phenyl)silyl]propanoates 4 with DIBAL to the aldehydes 5, enol trifluoromethanesulfonate (triflate) formation using trifluoromethanesulfonic (triflic) anhydride and 2,6-di-tert-butylpyridine, and elimination using LDA, gives the propargyl silanes 8. The esters 4 could also be prepared enantiomerically enriched (11), and the final products are the enantiomerically enriched propargyl (homochiral) silanes 14.

In search of open-chain 1,3-stereocontrol

Methylation of methyl 4-phenylpentanoate 25 gives the diastereoisomers methyl (2RS,4SR)-2-methyl-4-phenylpentanoate 26 and methyl (2RS,4RS)- 2-methyl-4-phenylpentanoate 27 in a ratio of 44:56. The aldehydes 3-dimethyl(phenyl)silylbutanal 28, 3-dimethyl(ph