http://rdf.ncbi.nlm.nih.gov/pubchem/patent/YU-10493-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_bb66d9373d09efad73c142762f6dfb00 |
| filingDate | 1994-02-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ee84d103f0eb2ffc9421dd8cb39e909d http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_592a5882a55e2657b3a7574097256547 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_bbc29d97e515987fade5a207f6b1d2e9 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6595195530060a9f27eb3599154c0bfd http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ad90e8c7c00910b68d24bb486fd9e37a |
| publicationDate | 1996-05-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | YU-10493-A |
| titleOfInvention | PROCEDURE FOR PREPARATION OF PROLINBORONATE ESTER |
| abstract | PROCEDURE FOR PREPARATION OF PROLINBORONATE ESTER A process for the preparation of a prolineboronic acid ester is described. Lithium is introduced into the 2-position in the pyrrole (I) with the protected nitrogen atom. The lithium (II) compound was reacted with trialkyl borate to afford the protected pyrrole-2-boronic acid (III). It is reduced to give protected prolineboronic acid (IV) which further reacts with some diol to give ester (IV) With a boronic acid unit protected by an ester group, the protecting group is removed from the nitrogen atoms to give the desired proline ester -boronic acids (VII). According to an alternative method, lithium is introduced into the 2-position in protected pyrrolidine (VIII) to give protected 2-lithium pyrrolidine (IX). It reacts with trialkylborate and gives intermediate IV. The prolineboronic acid esters thus obtained have a chiral center adjacent to the boron atom. Methods for separating the enantiomers are also provided. The final products may be coupled to activated carboxylic acids to produce peptides containing the prolineboronic acid ester, instead of the amino acid, at the terminal C-atom. Such boronic acid peptide analogues are used to inhibit biologically relevant proteases. Several methods for separating pinandiol from pinandiol boronate esters are also provided. |
| priorityDate | 1994-02-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 31.