http://rdf.ncbi.nlm.nih.gov/pubchem/patent/ES-2784881-T3
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_93a199f2a4662b9ebac422fe1a2c17a2 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-80 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-78 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C37-11 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D205-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P25-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C37-14 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D311-80 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D311-04 |
filingDate | 2016-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate | 2020-10-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_2ceaaad099272dd89a4d2ac92487a39d http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_93d437c46cf067a494922c5bf309a835 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cf5eda59feb18132acc1dea5547eb173 |
publicationDate | 2020-10-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | ES-2784881-T3 |
titleOfInvention | Process for the production of cannabidiol and delta-9-tetrahydrocannabinol |
abstract | A process for the preparation of a compound of formula (I) **(See formula)** wherein a is an integer from 0 to 3; R1 and R2 are each independently selected from the group consisting of H, OH, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, heteroaryl, cycloalkyl, or heterocycle; wherein the alkyl, alkenyl, alkynyl, or acyl is optionally substituted with one or more substituents independently selected from the group consisting of halogen, -OH, alkyl, -O-alkyl, NRARB, -S-alkyl, -SO-alkyl, - SO2-alkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkyl, or heterocycle; wherein RA and RB are each independently selected from hydrogen and C1-4 alkyl; wherein the aryl or heteroaryl, either alone or as part of a substituent group, is optionally substituted with one or more substituents independently selected from the group consisting of halogen, -OH, alkyl, -O-alkyl, -COOH, -C (O)-C1-4 alkyl, -C(O)O-C1-4 alkyl, NRCRD, -S-alkyl, -SO-alkyl, and -SO2-alkyl; wherein RC and RD are each independently selected from hydrogen and C1-4 alkyl; R3 is selected from the group consisting of H, alkyl, acyl, -SO2-alkyl, -SO2-aryl, and -SO2-heteroaryl; wherein alkyl is optionally substituted with one or more substituents independently selected from the group consisting of halogen, -OH, alkyl, -O-alkyl, NRERF, -S-alkyl, -SO-alkyl, -SO2-alkyl, aryl and heteroaryl; and wherein RE and RF are each independently selected from hydrogen and C1-4 alkyl; wherein the aryl or heteroaryl, either alone or as part of a substituent group, is optionally substituted with one or more substituents independently selected from the group consisting of halogen, -OH, alkyl, -O-alkyl, NRGRH, -S- alkyl, -SO-alkyl and -SO2-alkyl; wherein RG and RH are each independently selected from hydrogen and C1-4 alkyl; each represents a single or double bond; provided that both groups are not double bonds, and where denoted, dash marks indicate the points of attachment; or a pharmaceutically acceptable salt or ester thereof; the process comprises reacting a compound of formula (II), wherein each X is independently selected from the group consisting of Br, F and Cl, with a compound of formula (III) wherein R0 is H or OH, in the presence of a protic or first Lewis acid catalyst to form a compound of formula (IV); **(See formula)** then (i) cyclizing the compound of formula (IV) by reacting the compound of formula (IV) with a second Lewis acid catalyst to form a compound of formula (V); and then **(See formula)** reacting the compound of formula (V) with a reducing agent to form the compound of formula (I) **(See formula)** (ii) reacting the compound of formula ( IV) with a reducing agent to form a compound of formula (VI); and then **(See formula)** cyclizing the compound of formula (VI) by reacting the compound of formula (VI) with a second Lewis acid catalyst to form the compound of formula (I). |
priorityDate | 2015-07-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 247.