cas 135884-31-0, N-Boc-2-pyrroleboronic acid

Articles about 135884-31-0Total 16 be found

Article title
Article abstract
Author
Journal number and time
Download

Synthesis and structural characterization of a trispyrrole iron(II) complex K(dme)4[tpaMesFe] and application in nitrous oxide dependent coupling reactions
A new synthetic route to the trispyrrole iron(II) complex {K(dme)4[tpaMesFe]} was established starting from BOC-protected pyrrol via synthesis of the corresponding boronic acid, cross-coupling reaction, deprotection, triple Mannich reaction, a deprotonation and finally a salt metathesis. The complex was characterized and applied in iron-catalyzed coupling reactions. In more detail, with catalytic amounts of K(dme)4[tpaMesFe] the homo-coupling of aromatic Grignard reagents as well as the hetero-coupling of aromatic Grignard reagents were feasible. Noteworthy, to force the reaction nitrous oxide was added to realize yields up to 93% at mild reaction conditions.
Weidauer, Maik,Irran, Elisabeth,Enthaler, Stephan
p. 1 - 4
(2015)
Read Online

Synthesis and structure-activity relationship of novel 6-aryl-1,4- dihydrobenzo[d][1,3]oxazine-2-thiones as progesterone receptor modulators leading to the potent and selective nonsteroidal progesterone receptor agonist tanaproget
Tanaproget represents a potential first-in-class nonsteroidal PR agonist for contraception with improved safety and side effect profiles versus currently available steroidal oral contraceptives. Additional SAR, biological activity, and structural information from a tanaproget/hPR-LBD (hPR-LBD = human progesterone receptor ligand binding domain) cocrystal structure will also be presented.
Fensome, Andrew,Bender, Reinhold,Chopra, Rajiv,Cohen, Jeff,Collins, Mark A.,Hudak, Valerie,Malakian, Karl,Lockhead, Susan,Olland, Andrea,Svenson, Kristine,Terefenko, Eugene A.,Unwalla, Ray J.,Wilhelm, James M.,Wolfrom, Scott,Zhu, Yuan,Zhang, Zhiming,Zhang, Puwen,Winneker, Richard C.,Wrobel, Jay
p. 5092 - 5095
(2005)
Read Online

Direct selection for catalysis from combinatorial antibody libraires using a boronic acid probe: Primary amide bond hydrolysis
This report describes a joint hybridoma and combinatorial antibody library approach to elicit catalysts for primary amide bond hydrolysis. By immunization with a trigonal boronic acid hapten 3a and construction of a Fab (antigen-binding fragment) library, a diastereoselective catalyst for hydrolysis of the tripeptide primary amide substrate la was selected. In contrast, no antibody catalyst was isolated by standard hybridoma methods of monoclonal antibody production following immunizations with hapten 3a. The active Fab, BL25, obeys Michaelis-Menten kinetic behavior (k(cat)/k(uncat) ca. 4 x 104, K(m) = 150 μM) and is competitively inhibited by a boronic acid hapten analog 3b (K(i) = 9 μM). Kinetic and binding studies both point to Fab selection of a hydrated tetrahedral anionic form of the boronic acid hapten 3a which serves to mimic the putative transition state 4 for catalysis of water addition to the primary amide bond. Fab-BL25 exhibits exquisite substrate selectivity, as a methyl ester analog of 1a is not accepted as a substrate. This work emphasises the power of the direct selection strategy when linked to screening of antibody combinatorial libraries and discloses the utility of boronic acids as haptens in acyl transfer processes.
Gao, Changshou,Lavey, Brian J.,Lo, Chih-Hung L.,Datta, Anita,Wentworth Jr., Paul,Janda, Kim D.
p. 2211 - 2217
(1998)
Read Online

Hydrogen-bonded cyclic dimers at large compression: The case of 1h-pyrrolo[3,2-h]quinoline and 2-(2′-pyridyl)pyrrole
1H-pyrrolo[3,2-h]qinoline (PQ) and 2-(2′-pyridyl)pyrrole (PP) are important systems in the study of proton-transfer reactions. These molecules possess hydrogen bond donor (pyrrole) and acceptor (pyridine) groups, which leads to the formation of cyclic dimers in their crystals. Herein, we present a joint experimental (Raman scattering) and computational (DFT modelling) study on the high-pressure behaviour of PQ and PP molecular crystals. Our results indicate that compression up to 10 GPa (100 kbar) leads to considerable strengthening of the intermolecular hydrogen bond within the cyclic dimers. However, the intramolecular N–H···N interaction is either weakly affected by pressure, as witnessed in PQ, or weakened due to compression-induced distortions of the molecule, as was found for PP. Therefore, we propose that the compression of these systems should facilitate double proton transfer within the cyclic dimers of PQ and PP, while intramolecular transfer should either remain unaffected (for PQ) or weakened (for PP).
Chumak, Taisiia,Kurzyd?owski, Dominik,Listkowski, Arkadiusz,Rogo?a, Jakub
(2021)
Read Online

Lamellarin-inspired potent topoisomerase I inhibitors with the unprecedented benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one scaffold
A new class of topoisomerase I inhibitors containing the unprecedented benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one (abbreviated as BBPI) ring system have been developed based on structure-activity relationship studies of the cytotoxic marine alkaloid la
Fukuda, Tsutomu,Nanjo, Yusuke,Fujimoto, Masahiro,Yoshida, Kenyu,Natsui, Yuko,Ishibashi, Fumito,Okazaki, Fumiyasu,To, Hideto,Iwao, Masatomo
p. 265 - 277
(2019/01/04)

Synthesis and evaluation of topoisomerase I inhibitors possessing the 5,13-dihydro-6H-benzo[6,7]indolo[3,2-c]-quinolin-6-one scaffold
Novel topoisomerase I inhibitors possessing the 5,13-dihydro-6H-benzo[6,7]indolo[3,2-c]quinolin-6-one (BIQ) scaffold were designed and synthesized. This scaffold was constructed using sequential and regioselective functionalization of the pyrrole core thr
Fukuda, Tsutomu,Matsuo, Yuri,Matsuoka, Fuyuki,Yoshioka, Naoki,Onodera, Gen,Kimura, Masanari,Ishibashi, Fumito,Iwao, Masatomo
p. 1032 - 1052
(2019/07/31)

Stereochemistry and Mechanism of Undecylprodigiosin Oxidative Carbocyclization to Streptorubin B by the Rieske Oxygenase RedG
The prodiginines are a group of specialized metabolites that share a 4-methoxypyrrolyldipyrromethene core structure. Streptorubin B is a structurally remarkable member of the prodiginine group produced by Streptomyces coelicolor A3(2) and other actinobacteria. It is biosynthesized from undecylprodigiosin by an oxidative carbocyclization catalyzed by the Rieske oxygenase-like enzyme RedG. Undecylprodigiosin derives from the RedH-catalyzed condensation of 2-undecylpyrrole and 4-methoxy-2, 2′-bipyrrole-5-carboxaldehyde (MBC). To probe the mechanism of the RedG-catalyzed reaction, we synthesized 2-(5-pentoxypentyl)-pyrrole, an analogue of 2-undecylpyrrole with an oxygen atom next to the site of C-C bond formation, and fed it, along with synthetic MBC, to Streptomyces albus expressing redH and redG. This resulted in the production of the 6′-oxa analogue of undecylprodigiosin. In addition, a small amount of a derivative of this analogue lacking the n-pentyl group was produced, consistent with a RedG catalytic mechanism involving hydrogen abstraction from the alkyl chain of undecylprodigiosin prior to pyrrole functionalization. To investigate the stereochemistry of the RedG-catalyzed oxidative carbocyclization, [7′-2H](7′R)-2-undecylpyrrole and [7′-2H](7′S)-2-undecylpyrrole were synthesized and fed separately, along with MBC, to S. albus expressing redH and redG. Analysis of the extent of deuterium incorporation into the streptorubin B produced in these experiments showed that the pro-R hydrogen atom is abstracted from C-7′ of undecylprodigiosin and that the reaction proceeds with inversion of configuration at C-7′. This contrasts sharply with oxidative heterocyclization reactions catalyzed by other nonheme iron-dependent oxygenase-like enzymes, such as isopenicillin N synthase and clavaminate synthase, which proceed with retention of configuration at the carbon center undergoing functionalization. (Chemical Equation Presented).
Withall, David M.,Haynes, Stuart W.,Challis, Gregory L.
supporting information
p. 7889 - 7897
(2015/07/02)

Synthesis and switching the aromatic character of oxatriphyrins(2.1.1)
Triangularly shaped, contracted porphyrinoids belong to a group of molecules where the geometry significantly modifies the observed electronic properties. The need for a controllable, effective, and widely applicable approach to triphyrins drives extensive research towards macrocyclic materials that act as potential controlling motifs by switching their aromaticity. Two isomeric thiophene-fused triphyrins(2.1.1) were synthesized by applying an innovative approach. Spectroscopic techniques (NMR, UV/Vis) show that both macrocycles are aromatic and quantitatively convert into anti-aromatic structures after reduction with a zinc amalgam. The reduced forms were stabilized through boron(III) coordination, thereby allowing the observation of anti-aromatic 16 π delocalization within a contracted porphyrin. Going for a spin: The precisely crafted thiophene-fused oxatriphyrins(2.1.1) show an aromatic character consistent with 14 π or 18 π delocalization pathways. The aromaticity is strongly dependent on a thiophene incorporation mode and can be switched to anti-aromatic (16 π electrons) or non-aromatic by reduction with a zinc amalgam. Both reduced structures are stable as boron(III) complexes.
Pawlicki, Milosz,Hurej, Karolina,Szterenberg, Ludmila,Latos-Grazynski, Lechoslaw
supporting information
p. 2992 - 2996
(2014/04/03)

SLOW RELEASE OF ORGANOBORONIC ACIDS IN CROSS-COUPLING REACTIONS
A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture: R1-B-T; where R1 represents an organic group, T represents a conformationalIy rigid protecting group, and B represents boron having sp3 hybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pKB of at least 1 and a pal ladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.
-
Page/Page column 41, 42-43

(2010/04/27)

A general solution for unstable boronic acids: Slow-release cross-coupling from air-stable MIDA boronates
-
Knapp, David M.,Gillis, Eric P.,Burke, Martin D.
p. 6961 - 6963
(2009/09/30)

Trisoxazoline/Cu(II)-catalyzed asymmetric intramolecular Friedel-Crafts alkylation reaction of indoles
Intramolecular Friedel-Crafts alkylation reaction of indoles catalyzed by trisoxazoline/copper(II) is described. This annulation provides an easy access to polycyclic indole derivatives with up to 90% ee in up to 99% yield.
Zhou, Jiao-Long,Ye, Meng-Chun,Sun, Xiu-Li,Tang, Yong
supporting information; experimental part
p. 6877 - 6881
(2009/12/06)

Role and substrate specificity of the Streptomyces coelicolor RedH enzyme in undecylprodiginine biosynthesis
The function of RedH from Streptomyces coelicolor as an enzyme that catalyses the condensation of 4-methoxy-2,2′-bipyrrole-5-carboxaldehyde (MBC) and 2-undecylpyrrole to form the natural product undecylprodiginine has been experimentally proven, and the s
Haynes, Stuart W.,Sydor, Paulina K.,Stanley, Anna E.,Song, Lijiang,Challis, Gregory L.
p. 1865 - 1867
(2008/12/22)

PHENYLGLYCINAMIDE DERIVATIVES USEFUL AS ANTICOAGULANTS
The present invention relates generally to phenylglycinamide derivatives that inhibit serine proteases. In particular it is directed to novel phenylglycinamide derivatives, and analogues thereof, which are useful as selective inhibitors of serine protease enzymes of the coagulation cascade; for example thrombin, factor VIIa, factor Xa, factor XIa, factor IXa, and/or plasma kallikrein. In particular, it relates to compounds that are factor VIIa inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds and methods of using the same.
-
Page/Page column 59

(2008/06/13)

Indoline derivatives
This invention relates to substituted indoline derivative compounds which are antagonists of the progesterone receptor, their preparation and pharmaceutical utility, particularly including contraception and treatment of benign or malignant neoplastic diseases, having the general structure: wherein R1and R2may be single substituents or fused to form spirocyclic rings.
-
(2008/06/13)

CYCLIC REGIMENS UTILIZING INDOLINE DERIVATIVES
This invention relates to cyclic combination therapies and regimens utilizing substituted indoline derivative compounds which are antagonists of the progesterone receptor having the general structure: wherein R 1 and R 2 may be single substituents or fused to form spirocyclic rings, in combination with progestins, estrogens, or both. These methods of treatment may be used for contraception or for the treatment and/or prevention of secondary amenorrhea, dysfunctional bleeding, uterine leiomyomata, endometriosis; polycystic ovary syndrome, carcinomas and adenocarcinomas of the endometrium, ovary, breast, colon, prostate, or minimization of side effects or cyclic menstrual bleeding. Additional uses of the invention include stimulation of food intake.
-
(2008/06/13)

Oxindole derivatives
The invention relates to compounds of formula (I), wherein: R2represents hydroxy, halogeno, C1-3alkyl, C1-3alkoxy, C1-3alkanoyloxy, trifluoromethyl, cyano, amino, nitro, C2-4alkanoyl, C1-4alkanoylamino, C1-4alkoxycarbonyl, C1-4alkylthio, C1-4alkylsulphinyl, C1-4alkylsulphonyl, carbamoyl, {overscore (N)}—C1-4alkylcarbamoyl, {overscore (N)},{overscore (N)}-di(C1-4alkyl)carbamoyl, aminosulphonyl, {overscore (N)}—C1-4alkylaminosulphonyl, {overscore (N)},{overscore (N)}-di(C1-4alkyl)aminosulphonyl, C1-4alkylsulphonylamino, or a group R4X1wherein X1represents a direct bond, C2-4alkanoyl, —CONR5R6—, —SO2NR7R8— or —SO2R9— (wherein R5and R7, each independently represents hydrogen or C1-2alkyl and R6, R8and R9each independently represents C1-4alkyl and wherein R4is linked to R6, R8or R9) and R4represents an optionally substituted group selected from phenyl and a 5 or 6-membered heterocyclic group; n is an integer from 0 to 4, R1represents hydrogen, C1-4alkyl, C1-4alkoxymethyl, di(C1-4alkoxy)methyl or C1-4alkanoyl; m is an integer from 0 to 4; and R3represents hydroxy, halogeno, nitro, trifluoromethyl, C1-3alkyl, cyano, amino or R10X2(wherein X2represents a direct bond, —CH2—, or a single or double heteroatom linker group including —S—, —SO— and —NR15— (wherein R15represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl), and R10is an alkenyl or alkynyl chain optionally substituted by for example hydroxy, amino, nitro, alkyl, cycloalkyl, alkoxyalkyl, or an optionally substituted group selected from pyridone, phenyl and a heterocyclic ring, which alkyl, alkenyl or alkynyl chain may have a heteroatom linker group, or R10is an optionally substituted group selected from pyridone, phenyl and a heterocyclic ring. The compounds of formula (I) and the pharmaceutically acceptable salts thereof inhibit the effects of VEGF and FGF, properties of value in the treatment of a number of disease states including cancer and rheumatoid arthritis.
-
(2008/06/13)

Chemical Properties

Appearance/Colour :beige to light brown crystalline powder
Melting Point: 93-98 ºC (dec.)
Boiling Point: 361.4 ºC at 760 mmHg
Flash Point:172.4 ºC
Density: 1.13 g/cm³
Solubility:Chloroform, Ethyl Acetate
Storage Temp.:−20°C
Vapor Pressure: 7.46E-06mmHg at 25°C
Refractive Index: 1.494
PKA: 8.47±0.53(Predicted)
BRN: 7993875
PSA: 71.69000
LogP: -0.04890

Global suppliers and manufacturers of 135884-31-0total 123 suppliers on LookChem

Company Name
Business Type
Min Order
FOB Price
Main Products
Contact

Simagchem Corporation
Business Type:Manufacturers
Min Order:No Data
FOB Price:No Data
Main Products:110
Country:

Henan Allgreen Chemical Co.,Ltd
Business Type:Manufacturers
Min Order:1 Kilogram
FOB Price:No Data
Main Products:34
Country:

Dayang Chem (Hangzhou) Co.,Ltd.
Business Type:Lab/Research institutions
Min Order:1 Kilogram
FOB Price:USD $ 4.0-4.0 / Kilogram
Main Products:994
Country:

Chemwill Asia Co., Ltd.
Business Type:Manufacturers
Min Order:5 Kiloliter
FOB Price:USD $ 1.2-5.0 / Kiloliter
Main Products:56
Country:

Henan Tianfu Chemical Co., Ltd.
Business Type:Lab/Research institutions
Min Order:1 Kilogram
FOB Price:USD $ 1000.0-1000.0 / Kilogram
Main Products:67
Country:

Hebei Nengqian Chemical Import and Export Co., LTD
Business Type:Trading Company
Min Order:1 Gram
FOB Price:USD $ 1.0-99.0 / Gram
Main Products:165
Country:

Zhuozhou Wenxi import and Export Co., Ltd
Business Type:Trading Company
Min Order:1 Kilogram
FOB Price:USD $ 139.0-210.0 / Kilogram
Main Products:1
Country:

Henan Sinotech Import&Export Corporation
Business Type:Other
Min Order:1 Kilogram
FOB Price:USD $ 1.0-1.0 / Kilogram
Main Products:21
Country:

Hebei yanxi chemical co.,LTD.
Business Type:Manufacturers
Min Order:1 Metric Ton
FOB Price:USD $ 1.0-2.0 / Metric Ton
Main Products:84
Country:

Hubei Langyou International Trading Co., Ltd
Business Type:Other
Min Order:100 Gram
FOB Price:No Data
Main Products:15
Country:

Shanghai Upbio Tech Co.,Ltd
Business Type:Lab/Research institutions
Min Order:1 Kilogram
FOB Price:No Data
Main Products:30
Country:

Shanghai Minstar Chemical Co., Ltd
Business Type:Lab/Research institutions
Min Order:1 Gram
FOB Price:No Data
Main Products:120
Country:

Changchun Artel lmport and Export trade company
Business Type:Trading Company
Min Order:10 Gram
FOB Price:No Data
Main Products:66
Country:

Henan Wentao Chemical Product Co., Ltd.
Business Type:Lab/Research institutions
Min Order:No Data
FOB Price:No Data
Main Products:44
Country:

Xiamen Hisunny Chemical Co.,Ltd
Business Type:Manufacturers
Min Order:No Data
FOB Price:No Data
Main Products:39
Country:

Triumph International Development Limilted
Business Type:Lab/Research institutions
Min Order:No Data
FOB Price:No Data
Main Products:24
Country:

SHANGHAI T&W PHARMACEUTICAL CO., LTD.
Business Type:Lab/Research institutions
Min Order:4 Kilogram
FOB Price:No Data
Main Products:35
Country:

Shanghai Hope Chem Co., Ltd
Business Type:Lab/Research institutions
Min Order:No Data
FOB Price:No Data
Main Products:11
Country:

Hangzhou J&H Chemical Co., Ltd.
Business Type:Lab/Research institutions
Min Order:No Data
FOB Price:No Data
Main Products:46
Country:

Chemlyte Solutions
Business Type:Other
Min Order:100 Gram
FOB Price:No Data
Main Products:198
Country:

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 135884-31-0

Article Database

135884-31-0

Articles about 135884-31-0Total 16 be found

More Articles about upstream products of 135884-31-0

More Articles about downstream products of 135884-31-0

Chemical Properties

Appearance/Colour :beige to light brown crystalline powder

Melting Point: 93-98 ºC (dec.)

Boiling Point: 361.4 ºC at 760 mmHg

Flash Point:172.4 ºC

Density: 1.13 g/cm³

Solubility:Chloroform, Ethyl Acetate

Storage Temp.:−20°C

Vapor Pressure: 7.46E-06mmHg at 25°C

Refractive Index: 1.494

PKA: 8.47±0.53(Predicted)

BRN: 7993875

PSA: 71.69000

LogP: -0.04890

Global suppliers and manufacturers of 135884-31-0total 123 suppliers on LookChem

Article Database

135884-31-0

Articles about 135884-31-0Total 16 be found

More Articles about upstream products of 135884-31-0

More Articles about downstream products of 135884-31-0

Chemical Properties

Appearance/Colour :beige to light brown crystalline powder

Melting Point: 93-98 ºC (dec.)

Boiling Point: 361.4 ºC at 760 mmHg

Flash Point:172.4 ºC

Density: 1.13 g/cm3

Solubility:Chloroform, Ethyl Acetate

Storage Temp.:−20°C

Vapor Pressure: 7.46E-06mmHg at 25°C

Refractive Index: 1.494

PKA: 8.47±0.53(Predicted)

BRN: 7993875

PSA: 71.69000

LogP: -0.04890

Global suppliers and manufacturers of 135884-31-0total 123 suppliers on LookChem

Density: 1.13 g/cm³