Thursday, November 21, 2024 11/21/2024

Asymmetric Synthesis of Nitrogen Heterocycles

Award Number: R01GM080442
ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES
OPDIV: NIH
AWARD CLASS: DISCRETIONARY
AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

Group Awards By:

View Award Abstract

Principal Investigator/Program Director (Last, First, Middle): Rovis, Tomislav Asymmetric Synthesis of Nitrogen Heterocycles Abstract Nitrogen is ubiquitously found in biologically active molecules and pharmaceuticals, the fourth most common element after carbon, hydrogen and oxygen. Its presence impacts interactions with biological targets, pharmacokinetics and pharmacodynamics, as well as myriad physical properties. Given the increased importance of saturation in drug-like molecules, carbon-nitrogen bonds are increasingly stereogenic and thus, methods to incorporate nitrogen should likewise address doing so in stereocontrolled fashion. We have long been interested in constructing saturated nitrogen heterocycles from commonly available feedstocks to address synthetic challenges associates with the most common rings such as piperidines and pyrrolidines. With this competitive renewal, we seek support to address problems associated with acyclic nitrogen containing molecules. Herein we propose a multi-pronged approach to synthesize complex structures containing nitrogen substitution from simple precursors. We focus on using the most commonly available starting materials such as alkenes and dienes, and forge a union to a modestly activated nitrogen coupling partner. Ideal among the latter is the dioxazolone moiety, trivially assembled from carboxylic acids, hydroxylamine and a phosgene equivalent. Importantly, after C-N bond formation, the product is the amide, thereby avoiding subsequent derivatization. We further illustrate that this union can be conducted in an exceedingly complex setting. PHS 398/2590 (Rev. 09/04) Page Continuation Format Page


Issue Date FY	Funding FY	Legal Entity Name	Legal Entity Address	Legal Entity City	Legal Entity State	Legal Entity Zip Code	Legal Entity COUNTY	Legal Entity COUNTRY	Assistance Listing	Award Code	Budget Year	Action Date	Action Type	Action Amount

Issue Date FY: 2024 ( Subtotal = $334,575 )
2024	2024	THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK	615 W 131ST ST	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	18	8/19/2024	NON-COMPETING CONTINUATION	$334,575
														Subtotal = $334,575

Issue Date FY: 2023 ( Subtotal = $332,563 )
2023	2023	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	202 LOW LIBRARY 535 W 116 ST MC 4309,	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	17	8/15/2023	COMPETING CONTINUATION	$332,563
														Subtotal = $332,563

Issue Date FY: 2022 ( Subtotal = $381,033 )
2022	2022	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	202 LOW LIBRARY 535 W 116 ST MC 4309,	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	16	8/26/2022	NON-COMPETING CONTINUATION	$316,345
2022	2022	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	202 LOW LIBRARY 535 W 116 ST MC 4309,	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	001	16	8/30/2022	SUPPLEMENT FOR EXPANSION	$64,688
														Subtotal = $381,033

Issue Date FY: 2021 ( Subtotal = $427,763 )
2021	2021	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	002	15	8/18/2021	SUPPLEMENT FOR EXPANSION	$86,249
2021	2021	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	001	15	8/17/2021	NON-COMPETING CONTINUATION	$319,950
2021	2021	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	14	5/20/2021	SUPPLEMENT FOR EXPANSION	$21,564
														Subtotal = $427,763

Issue Date FY: 2020 ( Subtotal = $323,451 )
2020	2020	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	002	14	8/25/2020	NON-COMPETING CONTINUATION	$323,451
2020	2019	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	001	13	5/5/2020	COMPETING CONTINUATION	$0
2020	2018	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	12	5/5/2020	NON-COMPETING CONTINUATION	$0
														Subtotal = $323,451

Issue Date FY: 2019 ( Subtotal = $346,851 )
2019	2019	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	13	7/29/2019	COMPETING CONTINUATION	$346,851
														Subtotal = $346,851

Issue Date FY: 2018 ( Subtotal = $299,784 )
2018	2018	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	000	12	8/29/2018	NON-COMPETING CONTINUATION	$299,784
														Subtotal = $299,784

Issue Date FY: 2017 ( Subtotal = $299,784 )
2017	2017	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	002	11	8/21/2017	NON-COMPETING CONTINUATION	$299,784
2017	2016	TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK, THE	116TH AND BDWY	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	001	10	2/15/2017	CHANGE OF GRANTEE / TRAINING INSTITUTION / AWARDING INSTITUTION	$138,650
2017	2015	COLORADO STATE UNIVERSITY	601 S HOWES ST	FORT COLLINS	CO	80521	LARIMER	USA	Biomedical Research and Research Training	000	9	2/15/2017	COMPETING CONTINUATION	-$138,650
														Subtotal = $299,784

Issue Date FY: 2016 ( Subtotal = $299,784 )
2016	2016	COLUMBIA UNIVERSITY	615 WEST 131ST ST, 4TH FLOOR	NEW YORK	NY	10027	NEW YORK	USA	Biomedical Research and Research Training	001	10	9/15/2016	CHANGE OF GRANTEE / TRAINING INSTITUTION / AWARDING INSTITUTION	$299,784
2016	2015	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	805232002	LARIMER	USA	Biomedical Research and Research Training	000	9	9/15/2016	COMPETING CONTINUATION	$0
														Subtotal = $299,784

Issue Date FY: 2015 ( Subtotal = $278,674 )
2015	2015	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	9	8/19/2015	COMPETING CONTINUATION	$278,674
														Subtotal = $278,674

Issue Date FY: 2014 ( Subtotal = $275,032 )
2014	2014	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	8	8/14/2014	NON-COMPETING CONTINUATION	$275,032
														Subtotal = $275,032

Issue Date FY: 2013 ( Subtotal = $281,522 )
2013	2013	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	001	7	8/29/2013	NON-COMPETING CONTINUATION	$270,514
2013	2013	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	6	3/19/2013	SUPPLEMENT FOR EXPANSION	$11,008
														Subtotal = $281,522

Issue Date FY: 2012 ( Subtotal = $272,165 )
2012	2012	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	6	9/5/2012	NON-COMPETING CONTINUATION	$272,165
														Subtotal = $272,165

Issue Date FY: 2011 ( Subtotal = $253,306 )
2011	2011	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	5	9/14/2011	COMPETING CONTINUATION	$253,306
2011	2010	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	001	4	9/14/2011	NON-COMPETING CONTINUATION	$0
														Subtotal = $253,306

Issue Date FY: 2010 ( Subtotal = $278,320 )
2010	2010	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	4	9/13/2010	NON-COMPETING CONTINUATION	$278,320
														Subtotal = $278,320

Issue Date FY: 2009 ( Subtotal = $299,566 )
2009	2009	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	001	3	8/31/2009	NON-COMPETING CONTINUATION	$289,905
2009	2009	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	2	8/20/2009	SUPPLEMENT FOR EXPANSION	$9,661
														Subtotal = $299,566

Issue Date FY: 2008 ( Subtotal = $235,923 )
2008	2008	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	2	8/28/2008	NON-COMPETING CONTINUATION	$235,923
														Subtotal = $235,923

Issue Date FY: 2007 ( Subtotal = $277,168 )
2007	2007	COLORADO STATE UNIVERSITY	UNIV SERVICES CENTER, ROOM 408	FORT COLLINS	CO	80523	LARIMER	USA	Biomedical Research and Research Training	000	1	9/21/2007	NEW	$277,168
														Subtotal = $277,168

Grand Total All Awards = $5,497,264

Top

All Categories

About

Search

Reports

Data Submission

Award Information

Asymmetric Synthesis of Nitrogen Heterocycles

Award Number: R01GM080442

ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES

OPDIV: NIH

AWARD CLASS: DISCRETIONARY

AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

Federal Websites

Department of Health & Human Services

HHS Operating Divisions

HHS Staff Divisions

Download A Document Viewer