60306-25-4

Basic information

• Product Name: Methanesulfonic acid, trifluoro-, 2-Methylpropyl ester
• Synonyms: Methanesulfonic acid, trifluoro-, 2-Methylpropyl ester;Trifluoro-methanesulfonic acid isobutyl ester
• CAS NO: 60306-25-4
• Molecular Formula: C₅H₉F₃O₃S
• Molecular Weight: 206.1833696
• Mol File: 60306-25-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methanesulfonic acid, trifluoro-, 2-Methylpropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid, trifluoro-, 2-Methylpropyl ester(60306-25-4)
• EPA Substance Registry System: Methanesulfonic acid, trifluoro-, 2-Methylpropyl ester(60306-25-4)

Safety Data

• Hazardous Substances Data: 60306-25-4(Hazardous Substances Data)

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 328-38-1 (R)-leucine 
• 61-90-5 L-leucine 
• 262301-37-1 N-[3-(N'-diphenylmethylene)-2-isobutylaminopropionyl] sultam 
• 104323-07-1 (3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one 
• 335197-14-3 (4-methyl-pent-1-ynyloxy)-cyclohexane 
• 170642-24-7 (R)-2-Amino-4-methyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 161123-44-0 (3S,5S,6R)-3-Isobutyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester 
• 1131798-23-6 17-phenyl-13,14-dihydro-trinor-prostaglandin F2α isobutyl ester 

Relevant articles and documents

Synthesis and Multiplexed Activity Profiling of Synthetic Acylphloroglucinol Scaffolds

Reported here are novel formic-acid-mediated rearrangements of dearomatized acylphloroglucinols to access a structurally diverse group of synthetic acylphloroglucinol scaffolds (SASs). Density-functional theory (DFT) optimized orbital and stereochemical analyses shed light on the mechanism of these rearrangements. Products were evaluated by multiplexed activity profiling (MAP), an unbiased platform which assays multiple biological readouts simultaneously at single-cell resolution for markers of cell signaling, and can aid in distinguishing genuine activity from assay interference. MAP identified a number of SASs that suppressed pS6 (Ser235/236), a marker for activation of the mTOR and ERK signaling pathways. These results illustrate how biomimetic synthesis and multiplexed activity profiling can reveal the pharmacological potential of novel chemotypes by diversity-oriented synthesis.

Synthesis of quaternary α-methyl α-amino acids by asymmetric alkylation of pseudoephenamine alaninamide pivaldimine

The utility of pseudoephenamine as a chiral auxiliary for the alkylative construction of quaternary α-methyl α-amino acids is demonstrated. The method is notable for the high diastereoselectivities of the alkylation reactions, for its versatility with respect to electrophilic substrate partners, and for its mild hydrolysis conditions, which provide α-amino acids without salt contaminants. Alternatively, α-amino esters can be obtained by direct alcoholysis.

Diastereoselective synthesis of β2-amino acids

As part of an ongoing project concerning the synthesis of nonnatural amino acids, we have now developed a general strategy for the preparation of β2-amino acids (or 2-aminocarboxylic acid derivatives). Our procedure involves the synthesis of the sultam β-alaninate precursor 5 whose alkylation led with high yields and excellent diastereoselectivity to the precursor of β2-homophenylalanine, β2-homoalanine, and β2-homoleucine. Subsequent deprotection and Boc-protection yielded the expected β2-amino acids. X-ray analysis of the alkylation product established that (-)-sultam yielded (R)-β2-amino acids, conversely (+)-sultam yielded the enantiomer. The topicity of this alkylation is in agreement with the alkylation of Oppolzer's precursor for the synthesis of α-amino acids and opposite to that observed for gem-dialkylation.