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Inventor: Comins; Daniel L.
Address: Cary, NC
No. of patents: 24
Patents:
| Patent Number |
Title Of Patent |
Date Issued |
| 7553968 |
Synthesis of nicotine derivatives from nicotine |
June 30, 2009 |
| Methods of synthesizing nicotine analogs and derivatives are described. In some embodiments the methods utilize an alkyl or aryl silyl-substituted nicotine analog intermediate. Intermediates useful for the synthesis of nicotine and nicotine analogs are also described. |
| 7361768 |
Synthesis of nicotine derivatives from nicotine |
April 22, 2008 |
| Methods of synthesizing nicotine analogs and derivatives are described. In some embodiments the methods utilize an alkyl or aryl silyl-substituted nicotine analog intermediate. Intermediates useful for the synthesis of nicotine and nicotine analogs are also described. |
| 7132545 |
Synthesis of nicotine derivatives from nicotine |
November 7, 2006 |
| Methods of synthesizing nicotine analogs and derivatives are described. In some embodiments the methods utilize an alkyl or aryl silyl-substituted nicotine analog intermediate. Intermediates useful for the synthesis of nicotine and nicotine analogs are also described. |
| 6995265 |
Synthesis of nicotine derivatives from nicotine |
February 7, 2006 |
| Methods of synthesizing nicotine analogs and derivatives are described. In some embodiments the methods utilize an alkyl or aryl silyl-substituted nicotine analog intermediate. Intermediates useful for the synthesis of nicotine and nicotine analogs are also described. |
| 6063923 |
Preparation of a camptothecin derivative by intramolecular cyclisation |
May 16, 2000 |
| The present invention relates to a method for the preparation of camptothecin and camptothecin-like compounds and to novel intermediates used in this preparation. In particular, the invention provides a process for the preparation of the camptothecin derivative of formula (I') known |
| 5496952 |
Method of making asymmetric DE ring intermediates for the synthesis of camptothecin and camptoth |
March 5, 1996 |
| The present invention is directed towards new methods of making DE ring intermediates of Formula (III), ##STR1## wherein Y is H or halogen and R is loweralkyl, which in turn are useful in methods of making camptothecin and camptothecin analogs. The present invention also provides |
| 5486615 |
Method of making asymmetric DE ring intermediates for the synthesis of camptothecin analogs |
January 23, 1996 |
| Methods of making asymmetric DE ring intermediates for the synthesis of camptothecin and camptothecin analogs employ a dioxane intermediate as the immediate precursor to the DE ring intermediate. Novel intermediates are also disclosed. |
| 5478943 |
Method of making intermediates for camptothecin and its analogs |
December 26, 1995 |
| Disclosed are new methods of making camptothecin and camptothecin analogs defined by Formula I: ##STR1## wherein R is loweralkyl; R.sub.1 is H, loweralkyl, loweralkoxy, or halo; and R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently H, amino, hydroxy, loweralkyl, lowera |
| 5475108 |
Camptothecin intermediates and method of making camptothecin and comptothecin analogs |
December 12, 1995 |
| Disclosed are new methods of making camptothecin and camptothecin analogs defined by Formula I: ##STR1## wherein R is loweralkyl; R.sub.1 is H, loweralkyl, loweralkoxy, or halo; and R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently H, amino, hydroxy, loweralkyl, lowera |
| 5459269 |
14-halo-camptothecins |
October 17, 1995 |
| A method of making racemic DE ring intermediates for the synthesis of camptothecin and camptothecin analogs employing novel intermediates of Formula (XX) and (XXI): ##STR1## wherein R.sub.20 is loweralkyl, R is loweralkyl, Y is H or halogen, and R.sub.21 is loweralkoxy; as precur |
| 5428166 |
Method of making asymmetric de ring intermediates for the synthesis of camptothecin and camptoth |
June 27, 1995 |
| A method of making racemic DE ring intermediates for the synthesis of camptothecin and camptothecin analogs employing novel intermediates of Formula XX and XXI: ##STR1## as precursors to the DE ring intermediate. The present invention also provides camptothecin analog of Formula |
| 5395939 |
Method of making asymmetric de ring intermediates for the synthesis of camptothecin and camptoth |
March 7, 1995 |
| Methods of making asymmetric DE ring intermediates for the synthesis of camptothecin and camptothecin analogs employ a dioxane intermediate as the immediate precursor to the DE ring intermediate. Novel intermediates are also disclosed. |
| 5321140 |
Pyridinecarboxaldehyde D-ring intermediates useful for the synthesis of camptothecin and camptot |
June 14, 1994 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
| 5315007 |
Process for making DE ring intermediates for the synthesis of camptothecin and camptothecin anal |
May 24, 1994 |
| Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R.sub.6 is lower alkyl, R.sub.7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R.sub.8 is a compound of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R.sub.11 is C.sub.1 -C.sub.4 alkyl and R.sub.1 |
| 5264579 |
D ring intermediates for the synthesis of camptothecin and camptothecin analogs |
November 23, 1993 |
| Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R.sub.6 is lower alkyl, R.sub.7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R.sub.8 is a compound of Formula ##STR2## wherein n is 1, 2, or 3, R.sub.11 is C.sub.1 -C.sub.4 alkyl and R.sub.12 |
| 5262571 |
Cycloalkyl-based chiral auxiliaries and method making the same |
November 16, 1993 |
| A process of synthesizing enantiomerically pure compounds defined by Formula V, ##STR1## which are useful as chiral auxiliaries is disclosed. The process comprises, first, combining a base of Formula Y.sup.- Z.sup.+ (Formula I), wherein Y.sup.- is an organic anion and Z.sup.+ |
| 5258516 |
Optically pure D,E ring intermediates useful for the synthesis of camptothecin and camptothecin |
November 2, 1993 |
| Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R.sub.6 is lower alkyl, R.sub.7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R.sub.8 is a compound of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R.sub.11 is C.sub.1 -C.sub.4 alkyl and R.sub.1 |
| 5254690 |
Alkoxymethylpyridine d-ring intermediates useful for the synthesis of camptpthecin and camptothe |
October 19, 1993 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
| 5247089 |
Method of making intermediates useful for the manufacture of camptothecin and camptothecin analo |
September 21, 1993 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.t may be H, loweralkyl, loweralkoxy, or halo: R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
| 5243050 |
Alkylpyridone DE ring intermediates useful for the manufacture of camptothecin and camptothecin |
September 7, 1993 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
| 5212317 |
Methods and intermediates for the assymmetric synthesis of camptothecin and camptothecin analogs |
May 18, 1993 |
| Processes for making compounds of Formulae XIV, XV, and XVII ##STR1## wherein R.sub.6 is lower alkyl, R.sub.7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R.sub.8 is a moiety of Formula XVIII ##STR2## wherein n is 1, 2, or 3, R.sub.11 is C.sub.1 -C.sub.4 alkyl and R.sub.12 |
| 5200524 |
Camptothecin intermediates and method of making same |
April 6, 1993 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
| 5191082 |
Camptothecin intermediate and method of making camptothecin intermediates |
March 2, 1993 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
| 5162532 |
Intermediates and method of making camptothecin and camptothecin analogs |
November 10, 1992 |
| Compounds of Formula I ##STR1## are made in accordance with the following scheme: ##STR2## wherein R may be loweralkyl; R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralk |
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