- Zn/MeOH-Mediated Practical and Easy Detritylation of Protected 1-Trityltetrazoles
-
A practical and low-cost method for the detritylation of 1-titryltetrazoles using zinc and methanol is described. This procedure is versatile and efficient in the deprotection of several protected tetrazoles bearing aliphatic, aromatic, and heteroaromatic substituents, as well as some functional groups, without decomposition of the tetrazole ring.
- Behloul, Cherif,Bouchelouche, Kenza,Hadji, Yasmine,Benseghir, Saadia,Guijarro, David,Nájera, Carmen,Yus, Miguel
-
supporting information
p. 2455 - 2460
(2016/07/28)
-
- Indium-Mediated Cleavage of the Trityl Group from Protected 1 H -Tetrazoles
-
On treatment with indium metal in MeOH-THF, trityl groups undergo reductive removal from 1H-protected tetrazoles (including aliphatic, aromatic, and heteroaromatic substituents), affording the corresponding free tetrazoles in excellent yields, without any decomposition of the tetrazole ring or reduction of any other group.
- Behloul, Cherif,Bouchelouche, Kenza,Guijarro, David,Foubelo, Francisco,Nájera, Carmen,Yus, Miguel
-
supporting information
p. 2399 - 2402
(2015/10/19)
-
- Detritylation of protected tetrazoles by naphthalene-catalyzed lithiation
-
Treatment of N-tritylated tetrazoles bearing aliphatic, aromatic, or heteroaromatic substituents (including functionalized ones) with lithium powder and a catalytic amount of naphthalene led to reductive removal of the trityl group to give excellent yields of the corresponding free tetrazoles without decomposition of the tetrazole ring. The detritylation process was successfully extended to several tetrazoles that are components of sartans, an interesting class of drugs. The chemoselectivity between trityl-tetrazole and trityl-amine bond-cleavage reactions was also studied. This method represents an efficient technique for deprotection of tritylated tetrazoles under non-acidic conditions. Georg Thieme Verlag Stuttgart, New York.
- Behloul, Cherif,Bouchelouche, Kenza,Guijarro, David,Nájera, Carmen,Yus, Miguel
-
p. 2065 - 2070
(2014/08/05)
-
- DUAL-ACTING OXAZOLE ANTIHYPERTENSIVE AGENTS
-
In one aspect, the invention relates to compounds having the formula: wherein: Ar, Z, R3, R4 and R5 are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have AT1 re
- -
-
Page/Page column 22
(2011/02/18)
-
- DUAL-ACTING THIOPHENE, PYRROLE, THIAZOLE AND FURAN ANTIHYPERTENSIVE AGENTS
-
In one aspect, the invention relates to compounds having the formula:wherein: Ar, Z, R3, R4 and R5 are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have AT1 receptor antagonist activity and neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and process and intermediates for preparing such compounds.
- -
-
Page/Page column 34
(2011/08/04)
-
- The synthesis of radiolabeled Irbesartan using N,N-dimethyl[ 14C]formamide as a source of carbon-14 isotope
-
Irbesartan (Avapro) is in clinical use as an antihypertensive drug. It is a nonpeptide angiotensin II receptor antagonist. A radiolabeled version of this drug, intended for use in environmental fate studies, was prepared from N,N-dimethyl[14C]f
- Ekhato, I. Victor,Bonacorsi Jr., Samuel
-
experimental part
p. 202 - 205
(2012/05/20)
-
- DUAL-ACTING ANTIHYPERTENSIVE AGENTS
-
In one aspect, the invention relates to compounds having the formula: wherein: Ar, r, Z, X, R3, and R5-7 are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have AT1 receptor antagonist activity and neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and process and intermediates for preparing such compounds.
- -
-
Page/Page column 52
(2010/02/17)
-
- PROCESSES FOR THE SYNTHESIS OF 5-PHENYL -1 TRITYL-1H-TETRAZOLE
-
Provided are processes for the synthesis of 5 -phenyl- 1-trityl-lH-tetrazole, an intermediate useful in the synthesis of irbesartan.
- -
-
Page/Page column 10
(2010/11/30)
-
- METHOD FOR THE PRODUCTION OF LOSARTAN
-
The invention relates to a novel method for the production of losartan, an imidazol derivative with the chemical name 2-n-butyl-4-chloro-5-hydroxymethyl-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-]methyl}imidazol and the pharmacologically active salts thereof. The invention also relates to novel intermediate products which are suitable for the production of losartan, and to novel methods for the production of intermediate compounds which are suitable for the production of losartan. One aspect of the invention is a method for the production of a compound of general formula (I), which can arise as an intermediate step in the inventive representation of losartan.
- -
-
Page/Page column 16; 34-35
(2008/06/13)
-
- METHOD FOR PRODUCTION OF CANDESARTAN
-
The invention relates to novel methods for the production of Candesartan, or a protected form of Candesartan, a Candesartan salt or ester, compounds of application in said method, methods for production thereof, use thereof in said method, a novel polymorph of Candesartan cilexetil, a method for production and use thereof for production of a medicament.
- -
-
Page/Page column 25-26
(2010/11/08)
-
- NOVEL SYNTHESIS OF IRBESARTAN
-
Provided are a method of making irbesartan via a Suzuki coupling reaction and a novel intermediate, 2-butyl-3-(4'-bromobenzyl)-1,3-diazaspiro[4.4]non-1-ene-4-one, for such process. The novel process includes the step of reacting such intermediate with a protected imidazolephenylboronic acid.
- -
-
-
- Process for producing N-biphenylmethylthiadiazoline derivative or salt thereof and intermediate for producing the same
-
Described is a process for producing an N-biphenyl-methylthiadiazoline derivative (7) in accordance with the reaction formula described below. According to the process of the present invention, it is possible to produce a compound (7) advantageously from the industrial viewpoint. STR1
- -
-
-
- PRODRUGS OF IMIDAZOLE CARBOXYLIC ACIDS AS ANGIOTENSIN II RECEPTOR ANTAGONISTS
-
Prodrugs of imidazole carboxylic acids which are AII antagonists useful in treating hypertension, pharmaceutical compositions thereof and a method of treating hypertension using such prodrugs are disclosed.
- -
-
-