1027204-21-2

Upstream product

• 154001-57-7 tert-butyl-[(1R,2R)-2-((S)-2,2-dimethyl[1,3]dioxolan-4-yl)cyclopropylmethyl]diphenylsilane 
• 1026675-20-6 Methanesulfonic acid (1R,2R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropylmethyl ester 
• 408348-31-2 (1R,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane 
• 154001-59-9 (1R,2R)-2-<<(tert-Butyldiphenylsilyl)oxy>methyl>-1-(hydroxymethyl)cyclopropane 
• 154001-54-4 (1E,4'S)-3-[(tert-Butyldiphenylsilyl)oxy]-1-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-propene 
• 153861-52-0 (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane 

Downstream Products

• 153861-53-1 (1R,2R)-1-<methyl>-2-carboxycyclopropane 
• 167255-48-3 ((1R,2R)-2-Hydroxymethyl-cyclopropylmethyl)-carbamic acid tert-butyl ester 
• 153861-58-6 [(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-cyclopropylmethyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

MACROCYCLIC FLU ENDONUCLEASE INHIBITORS

The present invention relates to macrocyclic pyridotriazine derivatives of formula (I) and the pharmaceutically acceptable salts, solvates or or polymorph thereof, and the use of such compounds as a medicament, in particular in the prevention and/or treatment of viral infections caused by viruses belonging to the Orthomyxoviridae famiIy. The present invention furthermore relates to pharmaceutical compositions or combination preparations of the compounds, and to the compositions or preparations for use as a medicament, more preferably for the prevention or treatment of viral infections caused by viruses belonging to the Orthomyxoviridae family.

Synthesis of Optically Active cis- and trans-1,2-Disubstituted Cyclopropane Derivatives by the Simmons-Smith Reaction of Allyl Alcohol Derivatives Derived from (R)-2,3-O-Isopropylideneglyceraldehyde

The Simmons-Smith reactions of Z- and E-allyl alcohol derivatives 6 derived from (R)-2,3-O-isopropylideneglyceraldehyde (5) were used for the synthesis of optically active cis- and trans-1,2-disubstituted cyclopropane derivatives.Reaction of 6 with diethyl zinc and diiodomethane gave cyclopropane derivatives 7 in 84percent to quantitative yields with 35 to ca. 100percent des.Identical facial selectivities toward the double bonds, 1re-2si for Z-6 and 1re-2re for E-6, were observed in the cyclopropanations.The diastereoselectivity was dependent on the protecting group on the terminal allylic oxygen (R of 6, TBDPS > MOM > Bn) and on the stereochemistry of the double bond (Z > E).For TBDPS ethers Z- and E-6c, cis- and trans-7c were obtained as single diastereomers, respectively.It was clearly demonstrated that the stereoselectivity of the cyclopropanation is controlled by the directing effect of the allylic oxygen (O-1) of the dioxolane ring, which coordinates to the reagent.The terminal allylic oxygen (O-2) lowered the diastereoselectivity.This reaction was applied to the synthesis of optically active cyclopropane analogs of γ-aminobutyric acid (GABA) 18, 22, and ent-22.