公开(公告)号：US20110263878A1

公开(公告)日：2011-10-27

申请号：US13108651

申请日：2011-05-16

申请人： David C. BURDICK ,  Steven J. Collier ,  Betina Biolatto ,  Harold Meckler

发明人： David C. BURDICK ,  Steven J. Collier ,  Betina Biolatto ,  Harold Meckler

IPC分类号： C07D311/80 ,  C07C315/00 ,  C07F9/02 ,  C07C381/00 ,  C07F7/02 ,  C07C43/18

CPC分类号： C07C29/00 ,  C07C37/16 ,  C07C67/343 ,  C07C2601/16 ,  C07C35/16 ,  C07C39/23 ,  C07C69/94

摘要： The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.

摘要翻译： 本发明涉及一种制备δ-9-四氢大麻酚化合物或其衍生物的方法，包括在有效制备δ-9-四氢大麻酚化合物或其衍生物的条件下，用有机铝基路易斯酸催化剂处理第一中间体化合物 。 本发明的另一方面涉及制备大麻二醇或大麻二酸化合物的方法，包括在金属三氟甲磺酸酯催化剂存在下，在有效形成大麻二醇或大麻二醇化合物的条件下使第一起始化合物与第二起始化合物反应。 本发明还涉及下式化合物：其中R 8，R 9和R 10相同或不同且独立地选自H，取代或未取代的烷基，取代或未取代的芳基，取代或未取代的杂芳基，或 卤素，其中R 1，R 2和R 3定义如下。

公开(公告)号：US08106244B2

公开(公告)日：2012-01-31

申请号：US13108651

申请日：2011-05-16

申请人： David C. Burdick ,  Steven J. Collier ,  Betina Biolatto ,  Harold Meckler

发明人： David C. Burdick ,  Steven J. Collier ,  Betina Biolatto ,  Harold Meckler

IPC分类号： C07C35/18

CPC分类号： C07C29/00 ,  C07C37/16 ,  C07C67/343 ,  C07C2601/16 ,  C07C35/16 ,  C07C39/23 ,  C07C69/94

摘要： The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.

摘要翻译： 本发明涉及一种制备δ-9-四氢大麻酚化合物或其衍生物的方法，包括在有效制备δ-9-四氢大麻酚化合物或其衍生物的条件下，用有机铝基路易斯酸催化剂处理第一中间体化合物 。 本发明的另一方面涉及制备大麻二醇或大麻二酸化合物的方法，包括在金属三氟甲磺酸酯催化剂存在下，在有效形成大麻二醇或大麻二醇化合物的条件下使第一起始化合物与第二起始化合物反应。 本发明还涉及下式化合物：其中R 8，R 9和R 10相同或不同且独立地选自H，取代或未取代的烷基，取代或未取代的芳基，取代或未取代的杂芳基，或 卤素，其中R 1，R 2和R 3定义如下。

公开(公告)号：US20100069651A1

公开(公告)日：2010-03-18

申请号：US12626403

申请日：2009-11-25

申请人： David C. BURDICK ,  Steven J. COLLIER ,  Frédéric JOS ,  Betina BIOLATTO ,  Bernhard J. PAUL ,  Harold MECKLER ,  Mark A. HELLE ,  Alicia J. HABERSHAW

发明人： David C. BURDICK ,  Steven J. COLLIER ,  Frédéric JOS ,  Betina BIOLATTO ,  Bernhard J. PAUL ,  Harold MECKLER ,  Mark A. HELLE ,  Alicia J. HABERSHAW

IPC分类号： C07D311/80 ,  C07C381/00

CPC分类号： C07C29/00 ,  C07C37/16 ,  C07C67/343 ,  C07C2601/16 ,  C07C35/16 ,  C07C39/23 ,  C07C69/94

摘要： The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.

摘要翻译： 本发明涉及一种制备δ-9-四氢大麻酚化合物或其衍生物的方法，包括在有效制备δ-9-四氢大麻酚化合物或其衍生物的条件下，用有机铝基路易斯酸催化剂处理第一中间体化合物 。 本发明的另一方面涉及制备大麻二醇或大麻二酸化合物的方法，包括在金属三氟甲磺酸酯催化剂存在下，在有效形成大麻二醇或大麻二醇化合物的条件下使第一起始化合物与第二起始化合物反应。 本发明还涉及下式化合物：其中R 8，R 9和R 10相同或不同且独立地选自H，取代或未取代的烷基，取代或未取代的芳基，取代或未取代的杂芳基，或 卤素，其中R 1，R 2和R 3定义如下。

公开(公告)号：US07674922B2

公开(公告)日：2010-03-09

申请号：US11529147

申请日：2006-09-28

申请人： David C. Burdick ,  Steven J. Collier ,  Frédéric Jos ,  Betina Biolatto ,  Bernhard J. Paul ,  Harold Meckler ,  Mark A. Helle ,  Alicia J. Habershaw

发明人： David C. Burdick ,  Steven J. Collier ,  Frédéric Jos ,  Betina Biolatto ,  Bernhard J. Paul ,  Harold Meckler ,  Mark A. Helle ,  Alicia J. Habershaw

IPC分类号： C07D311/80 ,  C07C39/18

CPC分类号： C07C29/00 ,  C07C37/16 ,  C07C67/343 ,  C07C2601/16 ,  C07C35/16 ,  C07C39/23 ,  C07C69/94

摘要： The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.

摘要翻译： 本发明涉及一种制备δ-9-四氢大麻酚化合物或其衍生物的方法，包括在有效制备δ-9-四氢大麻酚化合物或其衍生物的条件下，用有机铝基路易斯酸催化剂处理第一中间体化合物 。 本发明的另一方面涉及制备大麻二醇或大麻二酸化合物的方法，包括在金属三氟甲磺酸酯催化剂存在下，在有效形成大麻二醇或大麻二醇化合物的条件下使第一起始化合物与第二起始化合物反应。 本发明还涉及下式化合物：其中R 8，R 9和R 10相同或不同且独立地选自H，取代或未取代的烷基，取代或未取代的芳基，取代或未取代的杂芳基，或 卤素，其中R 1，R 2和R 3定义如下。