The invention relates to a process to prepare a compound of the following formula (I):

##STR00001## in which P represents a protective group of a hydroxyl function which is a —COR.sup.1 group with R.sup.1 representing an aryl or a (C.sub.1-C.sub.6)alkyl, R represents a hydrogen atom or a protective group of a terminal alkyne, from mannose, comprising the following steps: (a) protecting the 5 hydroxyl groups of the mannose by a protective group P; (b) coupling the protected mannose obtained at step (a) with a compound of the following formula (II)

##STR00002##

The present invention also relates to a compound of formula (IIIa):

##STR00003## wherein R.sup.10 represents a hydrogen, a (C.sub.1-C.sub.6)alkyl, —SO.sub.2R.sup.6, —C(O)R.sup.6 or —C(O)OR.sup.6, with R.sup.6 being a hydrogen or a radical selected from a (C.sub.1-C.sub.6)alkyl, an aryl, a heteroaryl, a 3-8 membered ring cycloalkyl and a 3-8 membered ring heterocycloalkyl, said radical being optionally substituted by a (C.sub.1-C.sub.6) alkyl, an aryl, a heteroaryl, a 3-8 membered ring cycloalkyl or a 3-8 membered ring heterocycloalkyl, a halogen, —NR.sup.8R.sup.9, —CN, —C(O)OR.sup.8, —C(O)NR.sup.8R.sup.9 or —OR.sup.8, with R.sup.8 and R.sup.9 being independently a hydrogen atom or a (C.sub.1-C.sub.6) alkyl, or R.sup.8 and R.sup.9 form together with the nitrogen to which they are bound a 3-8 membered ring heterocycloalkyl, and R″ represents —COR.sup.1 group with R.sup.1 being an aryl or a (C.sub.1-C.sub.6)alkyl.

The invention relates to a process to prepare a compound of the following formula (I):

##STR00001## in which P represents a protective group of a hydroxyl function which is a —COR.sup.1 group with R.sup.1 representing an aryl or a (C.sub.1-C.sub.6)alkyl, R represents a hydrogen atom or a protective group of a terminal alkyne, from mannose, comprising the following steps: (a) protecting the 5 hydroxyl groups of the mannose by a protective group P; (b) coupling the protected mannose obtained at step (a) with a compound of the following formula (II)

##STR00002##

The present invention also relates to a compound of formula (IIIa):

##STR00003## wherein R.sup.10 represents a hydrogen, a (C.sub.1-C.sub.6)alkyl, —SO.sub.2R.sup.6, —C(O)R.sup.6 or —C(O)OR.sup.6, with R.sup.6 being a hydrogen or a radical selected from a (C.sub.1-C.sub.6)alkyl, an aryl, a heteroaryl, a 3-8 membered ring cycloalkyl and a 3-8 membered ring heterocycloalkyl, said radical being optionally substituted by a (C.sub.1-C.sub.6) alkyl, an aryl, a heteroaryl, a 3-8 membered ring cycloalkyl or a 3-8 membered ring heterocycloalkyl, a halogen, —NR.sup.8R.sup.9, —CN, —C(O)OR.sup.8, —C(O)NR.sup.8R.sup.9 or —OR.sup.8, with R.sup.8 and R.sup.9 being independently a hydrogen atom or a (C.sub.1-C.sub.6) alkyl, or R.sup.8 and R.sup.9 form together with the nitrogen to which they are bound a 3-8 membered ring heterocycloalkyl, and R″ represents —COR.sup.1 group with R.sup.1 being an aryl or a (C.sub.1-C.sub.6)alkyl.

The invention relates to a crystalline allulose with a defined particle size distribution, to a process for the production thereof, as well as to the use thereof. The new allulose quality is characterized by the fact that it improves the shelf life of end products made therewith as well as their sensory and taste properties.

The invention relates to a crystalline allulose with a defined particle size distribution, to a process for the production thereof, as well as to the use thereof. The new allulose quality is characterized by the fact that it improves the shelf life of end products made therewith as well as their sensory and taste properties.

Disclosed herein are methods for purifying RNA comprising poly A. Also disclosed herein are compositions such as surfaces and oligonucleotides for purifying RNA comprising polyA. Other embodiments are also disclosed. Commercially-available resins having polythymidine oligonucleotide ligands typically contain less than 30 thymidine (2′deoxy) residues and some commercial resin suppliers utilize a distribution of dT chain lengths, not of a discreet length.

Disclosed herein are methods for purifying RNA comprising poly A. Also disclosed herein are compositions such as surfaces and oligonucleotides for purifying RNA comprising polyA. Other embodiments are also disclosed. Commercially-available resins having polythymidine oligonucleotide ligands typically contain less than 30 thymidine (2′deoxy) residues and some commercial resin suppliers utilize a distribution of dT chain lengths, not of a discreet length.

The invention relates to a method for selective crystallization of 2′-FL from an aqueous solution comprising 2′-FL and one or more other fucosylated carbohydrates by adding acetic acid to the solution.

The invention relates to a method for selective crystallization of 2′-FL from an aqueous solution comprising 2′-FL and one or more other fucosylated carbohydrates by adding acetic acid to the solution.

The present invention relates to a method for the chlorination of a sucrose-6-acylate to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate wherein said method includes steps of: (i) combining the sucrose-6-acylate with a chlorinating agent in a reaction vehicle comprising a tertiary amide to afford a mixture; (ii) heating said mixture for a heating period in order to provide chlorination of sucrose-6-acylate at the 4, 1′ and 6′ positions thereof; and (iii) quenching the product stream of (ii) to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate;
wherein before said quenching, a portion of said tertiary amide is removed by extraction into a solvent in which said tertiary amide is at least partially soluble.

The present invention relates to a method for the chlorination of a sucrose-6-acylate to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate wherein said method includes steps of: (i) combining the sucrose-6-acylate with a chlorinating agent in a reaction vehicle comprising a tertiary amide to afford a mixture; (ii) heating said mixture for a heating period in order to provide chlorination of sucrose-6-acylate at the 4, 1′ and 6′ positions thereof; and (iii) quenching the product stream of (ii) to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate;
wherein before said quenching, a portion of said tertiary amide is removed by extraction into a solvent in which said tertiary amide is at least partially soluble.