1201898-86-3

Basic information

• Product Name: (S)-2-[2-(4-methoxyphenyl)but-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: (S)-2-[2-(4-methoxyphenyl)but-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1201898-86-3
• Molecular Weight: 290.211
• Mol File: 1201898-86-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-2-[2-(4-methoxyphenyl)but-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-[2-(4-methoxyphenyl)but-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1201898-86-3)
• EPA Substance Registry System: (S)-2-[2-(4-methoxyphenyl)but-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1201898-86-3)

Safety Data

• Hazardous Substances Data: 1201898-86-3(Hazardous Substances Data)

Upstream product

• 82954-89-0 ethylboronic acid pinacol ester 
• 1108740-07-3 (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate 

Downstream Products

• 30068-21-4 (R)-(+)-2-(4-methoxyphenyl)butan-2-ol 
• 1301717-26-9 (R)-2-(4-methoxyphenyl)-2-methylbutan-1-ol 
• 1301717-31-6 (S)-1-methoxy-4-(3-methylpent-1-en-3-yl)benzene 

Relevant articles and documents

Protodeboronation of tertiary boronic esters: Asymmetric synthesis of tertiary alkyl stereogenic centers

While tertiary boranes undergo efficient protodeboronation with carboxylic acids, tertiary boronic esters do not. Instead, we have discovered that CsF with 1.1 equiv of H2O (on tertiary diarylalkyl boronic esters) or TBAF?3H2O (on tertiary aryldialkyl boronic esters) effect highly efficient protodeboronation of tertiary boronic esters with essentially complete retention of configuration. Furthermore, substituting D2O for H2O provides ready access to deuterium-labeled enantioenriched tertiary alkanes. The methodology has been applied to a short synthesis of the sesquiterpene, (S)-turmerone.