http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5457192-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5b65747ed78f05dd9ebe107b50ce2855 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H3-10 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H3-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H1-00 |
filingDate | 1992-02-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate | 1995-10-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8a1c32e8694880e74926a8c4a6154486 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9507f7abca04952945499c35fd6762d1 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_18bd38d634590b47b197bdfe8758176c |
publicationDate | 1995-10-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | US-5457192-A |
titleOfInvention | Method of manufacturing D-allosan |
abstract | PCT No. PCT/JP92/00170 Sec. 371 Date Oct. 21, 1992 Sec. 102(e) Date Oct. 21, 1992 PCT Filed Feb. 19, 1992 PCT Pub. No. WO92/14744 PCT Pub. Date Sep. 3, 1992.The carbonyl group at the 2-position of levoglucosenone is reduced to obtain a hydroxyl group having a beta -configuration. The hydroxyl group having a beta -configuration is reversed to an alpha -configuration, and hydroxyl groups are added at the 3- and 4-positions in a cis- alpha form. Finally, the protective group of the hydroxyl group at the 2-position is eliminated. The reduction of the carbonyl group at the 2-position can be performed such that the levoglucosenone is reacted with aluminum lithium hydride or sodium boron hydride in an appropriate solvent. Reversion of the hydroxyl group having a beta -configuration can be performed by the Mitsunobu method or a method having a mesylation step and a step using cesium acetate. The addition of the hydroxyl groups to the 3-and 4-positions in the cis form can be performed by oxidizing the double bond across the 3- and 4-positions with an appropriate oxidizing agent. The elimination of the protective group of the hydroxyl group at the 2-position can be performed under basic conditions in accordance with normal methods. According to the method of the present invention, D-allosan can be obtained stereoselectively in high yield via a smaller number of steps than that of the conventional synthesis method. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2007139497-A1 |
priorityDate | 1991-02-21-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 190.