http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-10435425-B1
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_cb6c89c19d139d7758fb8b8e79276694 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H13-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H11-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H15-203 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H17-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H13-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H15-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H5-10 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H15-203 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H13-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H15-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H17-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H5-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H13-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H11-00 |
filingDate | 2018-07-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate | 2019-10-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_244fb4a575b100786964dff39b093ae2 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_062780494d36c8e57b9d20416b205bde |
publicationDate | 2019-10-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | US-10435425-B1 |
titleOfInvention | Alpha-selective sialyl donor and its uses for preparation of sialosides |
abstract | Disclosed herein a sialyl donor and its use for the synthesis of gangliosides. The sialyl donor has the structure of, n nwherein, R 1 and R 2 are independently benzoyl, toluenesulfonyl, pivaloyl or acetyl optionally substituted with a halogen; and R 3 is acetyl or —(O)CCH 2 OH. In one preferred embodiment, in the sialyl donor of formula (I), R is acetyl. Also disclosed herein is a method of synthesizing a sialoside. The method comprises steps of: coupling the sialyl donor of formula (I) with a glycosyl acceptor having a primary hydroxyl group in the presence of N-iodosuccinimide (NIS) and trifluoromethanesulfonic acid (TfOH) under suitable conditions; and isolating the sialoside, which has an α-glycosidic linkage. According to preferred embodiments, the coupling is conducted in a solvent selected from the group consisting of, CH 3 CN, CH 3 Cl, and CH 2 Cl 2 at a temperature between −20° C. to −60° C. Additionally or optionally, the coupling is conducted in CH 2 Cl 2 with the presence of a powdered molecular sieve at −40° C. |
priorityDate | 2018-07-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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