356056-15-0

Usage

InChI:InChI=1/C16H19F17Si/c1-7(2)34(8(3)4)6-5-9(17,18)10(19,20)11(21,22)12(23,24)13(25,26)14(27,28)15(29,30)16(31,32)33/h7-8,34H,5-6H2,1-4H3

Upstream product

• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 
• 2227-29-4 chlorodiisopropylsilane 
• 374928-84-4 diisopropyl-1H,1H,2H,2H-perfluorodecylsilyl 2-(2-naphthyl)ethyl ether 

Downstream Products

• 356056-20-7 4-{1-[(3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 9, 9, 10, 10, 10-Heptadecafluorodecyl)diisopropylsilanyloxy]-2-phenyl-ethyl}-6-iodo-3-methyl-1-prop-2-ynyl-1H-pyridin-2-one 
• 1128075-41-1 p-methylphenyl 2,3,4-tri-O-benzoyl-6-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)diisopropylsilyl-1-thio-β-D-glucopyranoside 

Relevant academic research and scientific papers

Cap-and-tag solid phase oligosaccharide synthesis

(Chemical Equation Presented) A new "cap-and-tag" strategy is applied to solid phase oligosaccharide synthesis. Acetyl-capping and fluorous-tagging allowed for the facile separation of the desired F-tagged oligosaccharide from the acetyl-capped deletion sequences using fluorous solid phase extraction. To illustrate this approach, a protected Glc-β-(1→6) -Man-α-(1→6)-Glc-β-1→pentenyl trisaccharide was synthesized.

Fluorous triphase and other multiphase systems

A method of reacting a first non-fluorous compound to produce a second non-fluorous compound includes the steps of: contacting a first non-fluorous phase including the first non-fluorous compound with a first fluorous phase at a first phase interface, the first non-fluorous compound distributing between the first fluorous phase and the first non-fluorous phase; contacting the first fluorous phase with a second non-fluorous phase at a second phase interface; and including at least a third non-fluorous compound in the second non-fluorous phase that reacts with the first non-fluorous compound to produce the second non-fluorous compound, the second non-fluorous compound having a distribution coefficient less than the first non-fluorous compound. For example, the first non-fluorous compound can be dibromine or diiodine, and the second non-fluorous compound can be an alkene.

Reaction and separation methods

A method of separating compounds that includes the steps of: tagging at least a first organic compound with a first tagging moiety to result in a first tagged compound; tagging at least a second organic compound with a second tagging moiety different from

Quasiracemic synthesis: Concepts and implementation with a fluorous tagging strategy to make both enantiomers of pyridovericin and mappicine

The concept of quasiracemic synthesis is introduced and illustrated with syntheses of both enantiomers of pyridovericin (whose absolute configuration is assigned as R) and mappicine. Like racemic synthesis, quasiracemic synthesis provides both enantiomers in a single synthetic sequence; however, separation tagging is used to ensure that quasiracemic mixtures can be analyzed, separated, and identified on demand. Fluorous tags of differing chain lengths are used to tag two enantiomeric starting materials. The resulting quasienantiomers are mixed to make a quasiracemate, which is then treated like a true racemate in successive steps of the synthesis. Fluorous chromatography is used to separate, or demix, the final quasiracemate into its two components, which are then detagged to provide (true) enantiomeric products. Quasiracemic synthesis is portrayed as the first and simplest of a series of mixture synthesis techniques based on separation tagging, and the prospects for using other types of separation tags are briefly evaluated.