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Trimethylsilyl trifluoroacetate

Catalog Number
ACM400533
Product Name
Trimethylsilyl trifluoroacetate
Structure
CAS Number
400-53-3
EC Number
206-923-7
IUPAC Name
trimethylsilyl2,2,2-trifluoroacetate
Synonyms
TriMethylsilyl Trifluoroacetate; Trifluoroacetic Acid Trimethylsilyl Ester; trimethylsilyl 2,2,2-trifluoroacetate;
Category
Organicacyloxysilane
Molecular Weight
186.2
Exact Mass
186.03200
Molecular Formula
C5H9F3O2Si
Boiling Point
89ºC at 760mmHg
Flash Point
°C
Density
1.117g/cm3
Purity
95%+
Appearance
Transparent liquid
SMILES
C[Si](C)(C)OC(=O)C(F)(F)F
InChIKey
VIYXXANHGYSBLY-UHFFFAOYSA-N
Safty Description
16-26-36/37/39-45
Hazard Statements
F: Flammable;C: Corrosive;
WGK Germany
3
Packing Group
II
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1Divergent Stereocontrolled Synthesis of the Enantiopure Tetracyclic Cores of Asparagamine A and Stemofoline via an Intramolecular 2-Propylidine-1,3-(bis)silane Bicyclization.

Anderson BK1, Livinghouse T1.

J Org Chem. 2015 Oct 16;80(20):9847-55. doi: 10.1021/acs.joc.5b01625. Epub 2015 Sep 28.

A concise and highly diastereoselective synthesis of the polyfused tetracyclic cores of the Stemona alkaloids asparagamine A and stemofoline that relies on a 2-propylidine-1,3-(bis)silane bicyclization onto a enantiodefined pyrrolidine 2,5-di(cation) equivalent derived from l-malic acid is reported. A crucial feature of this divergent synthetic approach involves the solvolysis of a transient and highly labile tertiary-propargylic hydroxylactam trifluoroacetate in the strongly ionizing medium 5 M LiClO4/Et2O. Read More

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Email:
Tel:1-201-478-8534
1-516-662-5404
Fax: 1-516-927-0118
Address: 2200 Smithtown Avenue, Room 1 Ronkonkoma, NY 11779-7329 USA