The present invention relates to new classes of odorous oximes and their ketone intermediates (odorants) which are useful as fragrance or flavor materials in particular in providing cassis, catty, tropical, green, coniferous, thuya, floral and/or fruity olfactory notes to perfume, aroma or deodorizing/masking compositions.

Disclosed are compounds of Formulas (I), (II), (III), (IV), and (V):

##STR00001##

and/or a salt thereof, wherein R.sub.1 is OH or OP(O)(OH).sub.2, and X.sub.1, X.sub.2, X.sub.3, R.sub.2, R.sub.2a, R.sub.a, R.sub.b, and R.sub.c are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P.sub.1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

Disclosed are compounds of Formulas (I), (II), (III), (IV), and (V):

##STR00001##

and/or a salt thereof, wherein R.sub.1 is OH or OP(O)(OH).sub.2, and X.sub.1, X.sub.2, X.sub.3, R.sub.2, R.sub.2a, R.sub.a, R.sub.b, and R.sub.c are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P.sub.1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

Disclosed are compounds of Formulas (I), (II), (III), (IV), and (V): ##STR00001##
and/or a salt thereof, wherein R.sub.1 is OH or OP(O)(OH).sub.2, and X.sub.1, X.sub.2, X.sub.3, R.sub.2, R.sub.2a, R.sub.a, R.sub.b, and R.sub.c are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P.sub.1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

Disclosed are compounds of Formulas (I), (II), (III), (IV), and (V): ##STR00001##
and/or a salt thereof, wherein R.sub.1 is OH or OP(O)(OH).sub.2, and X.sub.1, X.sub.2, X.sub.3, R.sub.2, R.sub.2a, R.sub.a, R.sub.b, and R.sub.c are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P.sub.1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.

Disclosed herein are compounds of the general Formula (I), and methods of synthesizing substituted bicyclo[1.1.1 jpentanes. The synthetic methods described herein use a [1.1.1]propellane, a Group VIII transition metal compound, a hydride source and a reagent that can contribute a substituent to form a substituted bicyclo[1.1.1]pentane, such as a compound of the general Formula (I).

Disclosed herein are compounds of the general Formula (I), and methods of synthesizing substituted bicyclo[1.1.1 jpentanes. The synthetic methods described herein use a [1.1.1]propellane, a Group VIII transition metal compound, a hydride source and a reagent that can contribute a substituent to form a substituted bicyclo[1.1.1]pentane, such as a compound of the general Formula (I).

A method for synthesizing a ketoxime is provided. In a system of an aqueous carbonate solution, a reaction is performed on a ketone, ammonia and hydrogen peroxide by using a titanium-silicon molecular sieve as a catalyst to obtain the ketoxime. Moreover, a reaction progress is judged and an optimal reaction ratio is determined by a real-time monitoring of a pH value in a reaction system during the reaction. In the present invention, by monitoring the pH value in the reaction system, the progress of the reaction is judged, thereby determining the optimal reaction ratio. The pH of the system is further adjusted by an aqueous carbonate solution to increase the reaction velocity and conversion rate of the ammonia.

A method for synthesizing a ketoxime is provided. In a system of an aqueous carbonate solution, a reaction is performed on a ketone, ammonia and hydrogen peroxide by using a titanium-silicon molecular sieve as a catalyst to obtain the ketoxime. Moreover, a reaction progress is judged and an optimal reaction ratio is determined by a real-time monitoring of a pH value in a reaction system during the reaction. In the present invention, by monitoring the pH value in the reaction system, the progress of the reaction is judged, thereby determining the optimal reaction ratio. The pH of the system is further adjusted by an aqueous carbonate solution to increase the reaction velocity and conversion rate of the ammonia.

A method for synthesizing a ketoxime is provided. In a system of an aqueous carbonate solution, a reaction is performed on a ketone, ammonia and hydrogen peroxide by using a titanium-silicon molecular sieve as a catalyst to obtain the ketoxime. Moreover, a reaction progress is judged and an optimal reaction ratio is determined by a real-time monitoring of a pH value in a reaction system during the reaction. In the present invention, by monitoring the pH value in the reaction system, the progress of the reaction is judged, thereby determining the optimal reaction ratio. The pH of the system is further adjusted by an aqueous carbonate solution to increase the reaction velocity and conversion rate of the ammonia.