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1816-92-8

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1816-92-8 Usage

Uses

Methyl 2-azidoacetate is widely used as a precursor to build triazole derivatives via alkyne-azide click chemistry. Some of the examples include the synthesis of coumarin-triazole derivatives as potential antiplasmodial agents and macrocyclic triazole containing largazole analogs as histone deacetylases-1 (HDAC1) inhibitors.It can be used to synthesize various pyrrole derivatives by Knoevenagel condensation as in the synthesis of near-infrared boron dipyrromethene (BODIPY) donors for organic tandem solar cells.It can also be used in Hemetsberger-Knittel synthesis of substituted 5-, 6-, and 7-azaindoles.Synthesis of highly fluorescent pyreno[2,1-b]pyrroles using methyl 2-azidoacetate as one of the reagents.

Check Digit Verification of cas no

The CAS Registry Mumber 1816-92-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,1 and 6 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1816-92:
(6*1)+(5*8)+(4*1)+(3*6)+(2*9)+(1*2)=88
88 % 10 = 8
So 1816-92-8 is a valid CAS Registry Number.
InChI:InChI=1/C3H5N3O2/c1-8-3(7)2-5-6-4/h2H2,1H3

1816-92-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 2-azidoacetate

1.2 Other means of identification

Product number -
Other names azido-acetic acid methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1816-92-8 SDS

1816-92-8Synthetic route

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

Conditions
ConditionsYield
With sodium azide In dimethyl sulfoxide for 20h;100%
With sodium azide In N,N-dimethyl-formamide for 8h; Inert atmosphere; Reflux;97%
With sodium azide In methanol; water at 20 - 80℃; for 2.33333h; Inert atmosphere;96%
methyl chloroacetate
96-34-4

methyl chloroacetate

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 60℃; for 24h;99%
With sodium azide In acetonitrile for 20h; Heating;93%
With sodium azide In N,N-dimethyl-formamide at 20℃; for 4h;88%
glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

Conditions
ConditionsYield
With triflic azide; N-ethyl-N,N-diisopropylamine In dichloromethane44%
With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate In methanol; dichloromethane at 20℃;
tetrabutylammoniun azide
993-22-6

tetrabutylammoniun azide

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

Conditions
ConditionsYield
In acetonitrile0.59 g (74%)
tetra(n-butyl)ammonium hydrogen sulfate

tetra(n-butyl)ammonium hydrogen sulfate

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

Conditions
ConditionsYield
With sodium carbonate In water; toluene
methyl haloacetate

methyl haloacetate

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

Conditions
ConditionsYield
With sodium azide In dimethyl sulfoxide at 20℃; for 10h; Inert atmosphere;
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

2-(methoxycarbonyl)phenyl 3-O-prop-2-ynyl-1-thio-β-D-galactopyranoside
1312289-70-5

2-(methoxycarbonyl)phenyl 3-O-prop-2-ynyl-1-thio-β-D-galactopyranoside

C20H25N3O9S
1312289-73-8

C20H25N3O9S

Conditions
ConditionsYield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; Inert atmosphere;100%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

3-acetylenephenylamine
54060-30-9

3-acetylenephenylamine

methyl 2-(4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere;100%
With copper(l) iodide; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; Reagent/catalyst; Solvent;100 %Chromat.
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

1-ethynyl-2-methylbenzene
766-47-2

1-ethynyl-2-methylbenzene

methyl 2-(4-(o-tolyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(o-tolyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;100%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

1-ethynyl-3-methyl-benzene
766-82-5

1-ethynyl-3-methyl-benzene

methyl 2-(4-(m-tolyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(m-tolyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;100%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

m-chlorophenylacetylene
766-83-6

m-chlorophenylacetylene

methyl 2-(4-(3-chlorophenyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(3-chlorophenyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;100%
With copper supported using biogenic nanomagnetite In water; tert-butyl alcohol at 25℃; for 12h; Green chemistry;91%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

(2-fluorophenyl)acetylene
766-49-4

(2-fluorophenyl)acetylene

methyl 2-(4-(2-fluorophenyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(2-fluorophenyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;100%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

1-ethynyl-3-fluoro-benzene
2561-17-3

1-ethynyl-3-fluoro-benzene

methyl 2-(4-(3-fluorophenyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(3-fluorophenyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;100%
1-ethynyl-4-fluorobenzene
766-98-3

1-ethynyl-4-fluorobenzene

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

methyl 2-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;100%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

2-azidoacetic acid
18523-48-3

2-azidoacetic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran; methanol for 15h; Inert atmosphere;99%
With water; sodium hydroxide In methanol at 20℃; for 12h;95%
With lithium hydroxide; water In tetrahydrofuran at 20℃; for 16h;87%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

1-acetyl-7-acetyl-6-methoxyindoline-4-carboxaldehyde
103150-61-4

1-acetyl-7-acetyl-6-methoxyindoline-4-carboxaldehyde

(Z)-2-Azido-3-(1,7-diacetyl-6-methoxy-2,3-dihydro-1H-indol-4-yl)-acrylic acid methyl ester

(Z)-2-Azido-3-(1,7-diacetyl-6-methoxy-2,3-dihydro-1H-indol-4-yl)-acrylic acid methyl ester

Conditions
ConditionsYield
With sodium methylate In methanol at 0℃; for 1.25h;98%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

methyl 2-azido-3-(3',4',5'-trimethoxyphenyl)-propenoate
128781-06-6

methyl 2-azido-3-(3',4',5'-trimethoxyphenyl)-propenoate

Conditions
ConditionsYield
With sodium methylate In methanol at 0℃; for 5h;98%
With sodium methylate In methanol for 12h; Ambient temperature;34%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With hydrogen for 0.583333h;98%
With samarium; cobalt(II) chloride In tetrahydrofuran at 40℃; for 1h; Reduction;79%
With samarium; nickel dichloride In tetrahydrofuran at 40℃; for 3h;76%
3,3-diphenyl-2-propenal
1210-39-5

3,3-diphenyl-2-propenal

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

C18H15N3O2
1000682-52-9

C18H15N3O2

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran; hexane at -78 - -10℃;98%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

(E)-3-(2,6-dichlorophenyl)acrylaldehyde
99668-08-3

(E)-3-(2,6-dichlorophenyl)acrylaldehyde

C12H9Cl2N3O2
1000682-28-9

C12H9Cl2N3O2

Conditions
ConditionsYield
With sodium methylate In methanol at -22 - -10℃;98%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

methyl 2-(4-(p-tolyl)-1H-1,2,3-triazol-1-yl)acetate
1226872-09-8

methyl 2-(4-(p-tolyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With [(CuCC-pTol)2]n In water at 100℃; for 0.5h; Microwave irradiation;98%
With [(CuCCp-Tol)2]n In acetonitrile at 100℃; for 0.166667h; Microwave irradiation;76%
With copper(II) sulfate; sodium L-ascorbate In water at 20℃; Reagent/catalyst; Solvent;71%
With copper(I) cyclic trinuclear unit based 2D covalent metal-organic framework In dichloromethane at 20℃; for 12h; Reagent/catalyst; Inert atmosphere;70%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

methyl (Z)-2-azido-3-(3,4,5-trimethoxyphenyl)acrylate
157485-07-9

methyl (Z)-2-azido-3-(3,4,5-trimethoxyphenyl)acrylate

Conditions
ConditionsYield
With sodium methylate In methanol at 0℃; for 5.5h;97%
With methanol; sodium for 7h; Inert atmosphere;43%
With sodium In methanol; water
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

2-azido-3-(4'-methoxyphenyl)acrylic acid methyl ester
143702-29-8

2-azido-3-(4'-methoxyphenyl)acrylic acid methyl ester

Conditions
ConditionsYield
With sodium methylate In methanol at -8 - -5℃; for 2h;97%
With sodium methylate In methanol at -20 - -10℃; for 16.33h; Inert atmosphere;86%
With sodium methylate In methanol at -20 - 0℃; Knoevenagel Condensation;74%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

2-(phenylmethoxy)benzaldehyde
5896-17-3

2-(phenylmethoxy)benzaldehyde

(Z)-2-azido-3-(2-benzyloxyphenyl)acrylic acid methyl ester

(Z)-2-azido-3-(2-benzyloxyphenyl)acrylic acid methyl ester

Conditions
ConditionsYield
With methanol; sodium at 5℃; for 48h;97%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

hex-1-yne
693-02-7

hex-1-yne

methyl 2-(4-butyl-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-butyl-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate In tetrahydrofuran; water at 20℃; for 18h;97%
With copper supported using biogenic nanomagnetite In water; tert-butyl alcohol at 25℃; for 12h; Green chemistry;93%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

1-Phenyl-2-propyn-1-ol
4187-87-5

1-Phenyl-2-propyn-1-ol

methyl 2-(4-(hydroxy(phenyl)methyl)-1H-1,2,3-triazol-1-yl)acetate

methyl 2-(4-(hydroxy(phenyl)methyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With copper supported using biogenic nanomagnetite In water; tert-butyl alcohol at 25℃; for 12h; Green chemistry;97%
1-decyne
764-93-2

1-decyne

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

C13H23N3O2

C13H23N3O2

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate In tetrahydrofuran; water at 20℃; for 18h;97%
4-formyl indole
1074-86-8

4-formyl indole

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

methyl 2-azido-3-(1H-indol-4-yl)acrylate
107474-64-6

methyl 2-azido-3-(1H-indol-4-yl)acrylate

Conditions
ConditionsYield
With sodium methylate In methanol at 0℃; for 3h;96%
With sodium methylate In methanol at -25 - 0℃; Inert atmosphere;91%
piperonal
120-57-0

piperonal

Methyl azidoacetate
1816-92-8

Methyl azidoacetate

methyl 2-azido-1-(3,4-methylenedioxybenzene)propen-2-ate
160857-78-3

methyl 2-azido-1-(3,4-methylenedioxybenzene)propen-2-ate

Conditions
ConditionsYield
With sodium methylate at -10℃; for 6h;96%
With sodium methylate In methanol at -15℃; for 4h; Claisen condensation;91%
With sodium methylate In methanol at -20 - -10℃; Inert atmosphere;36%
With sodium methylate In methanol at -15℃; for 4h;
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

(2S,4R)-1,2-dibenzyloxycarbonyl-4-(prop-2-yn-1-yloxy)pyrrolidine
1207279-60-4

(2S,4R)-1,2-dibenzyloxycarbonyl-4-(prop-2-yn-1-yloxy)pyrrolidine

dibenzyl (2S,4R)-4-{[1-(2-methoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]methoxy}pyrrolidine-1,2-dicarboxylate
1253114-48-5

dibenzyl (2S,4R)-4-{[1-(2-methoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]methoxy}pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In methanol at 20℃;96%
With copper(II) sulfate; sodium L-ascorbate In methanol at 20℃;
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

1-methylethyl [(2S,4R)-1-acetyl-6-ethynyl-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate
1301198-36-6

1-methylethyl [(2S,4R)-1-acetyl-6-ethynyl-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate

methyl {4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-1H-1,2,3-triazol-1-yl}acetate
1301198-49-1

methyl {4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-1H-1,2,3-triazol-1-yl}acetate

Conditions
ConditionsYield
copper(l) iodide In methanol; N,N-dimethyl-formamide at 100℃; for 2h; Microwave irradiation;96%
With copper(l) iodide In methanol; N,N-dimethyl-formamide at 100℃; for 2h; Microwave irradiation;
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

cyclohexanone
108-94-1

cyclohexanone

mercaptoacetic acid
68-11-1

mercaptoacetic acid

methyl 2-(3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl)acetate
1384322-66-0

methyl 2-(3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl)acetate

Conditions
ConditionsYield
With triphenylphosphine at 150℃; for 0.25h; Staudinger/aza-Wittig coupling/cyclization; Microwave irradiation;96%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

N-tert-Butoxycarbonyl-1-amino-3-propyne
92136-39-5

N-tert-Butoxycarbonyl-1-amino-3-propyne

methyl (5-{[(tert-butoxycarbonyl)amino]methyl}-1H-1,2,3-triazol-1-yl)acetate
1613030-67-3

methyl (5-{[(tert-butoxycarbonyl)amino]methyl}-1H-1,2,3-triazol-1-yl)acetate

Conditions
ConditionsYield
With [RuCl2pentamethylcyclopentadiene]n at 100℃; for 0.333333h; Microwave irradiation; Inert atmosphere;96%
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

[2-(4-methoxy-phenyl)-4-oxo-thiazolidin-3-yl]-acetic acid methyl ester
809284-87-5

[2-(4-methoxy-phenyl)-4-oxo-thiazolidin-3-yl]-acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: Methyl azidoacetate; 4-methoxy-benzaldehyde With triphenylphosphine In neat (no solvent)
Stage #2: mercaptoacetic acid In neat (no solvent) at 140℃; for 0.25h; Sealed tube; Microwave irradiation;
96%

1816-92-8Relevant articles and documents

Concise syntheses of the 1,7-dihydropyrano[2,3-g]indole ring system of the stephacidins, aspergamides and norgeamides

Grubbs, Alan W.,Artman III, Gerald D.,Williams, Robert M.

, p. 9013 - 9016 (2005)

Three approaches towards the synthesis of the 1,7-dihydropyrano[2,3-g] indole ring system of the stephacidins, paraherquamides and norgeamides have been investigated. The first involves a tandem nitrene insertion/aromatic Claisen rearrangement. The second

FRET events in fluorescent pentapeptides containing aliphatic triazolo amino acid scaffolds: Role of spacer lengths

Bag, Subhendu Sekhar,Yashmeen, Afsana

, p. 171 - 183 (2019)

The FRET efficiencies in donor/acceptor pairs in the two termini of designed fluorescent pentapeptides depend on the flexibility of two arms of triazolyl amino acid scaffolds positioned in the center of the backbones inducing predominant β-sheet conformations. Flexible N-Terminus of the scaffold in a pentapeptide has led to higher FRET efficiency and makes it different from other peptide with flexible C-terminus.

A telescoped protocol for the synthesis of new pyrrolo [3,4-d]pyridazinones by cascade reactions

Bonacorso, Helio G.,Libero, Francieli M.,Dal Forno, Gean M.,Pittaluga, Everton P.,Porte, Liliane M.F.,Martins, Marcos A.P.,Zanatta, Nilo

, p. 5190 - 5195 (2015)

A new one-pot method, for the synthesis of polysubstituted pyrrolo[3,4-d]pyridazinones, is presented. The protocol consists in cascade reactions performed in the same media: (i) the thermal in situ pyrrole formation by the reaction of vinyl azides with 1,

Coumarin-based tripodal chemosensor for selective detection of Cu(II) ion and resultant complex as anion probe through a Cu(II) displacement approach

Sun, Jinzhi,Xu, Xiang,Yu, Guanghui,Li, Weina,Shi, Jinsheng

, p. 987 - 991 (2018)

In this paper, a novel tripodal fluorescent receptor based on naturally occurring coumarin was synthesized and its ionic recognition properties were fully investigated by spectroscopic techniques. As revealed by the results, tripodal 1 exhibits excellent selectivity toward copper(II) by forming a 1:1 complex with triazole N as the main binding sites. And the resulted 1·Cu2+ complex shows recognition ability toward H2PO4? by metal displacement approach. The recognition mechanism was further investigated by computer calculation.

Synthesis of Novel Pyrrolo[3,2- c ]carbazole and Dipyrrolo[3,2- c:2′,3′- g ]carbazole Derivatives

Sengul, Ibrahim Fazil,Astarci, Erhan,Kandemir, Hakan

, p. 1277 - 1281 (2016)

Pyrrolocarbazole and dipyrrolocarbazoles have been synthesized via the Hemetsberger indole synthesis, starting from 9-ethyl carbazole-3-carbaldehyde and 9-ethylcarbazole-3,6-dicarbaldeyde, respectively. The pyrrolocarbazole structures were confirmed through 1H NMR, 13C NMR, IR, mass spectrometry and single crystal X-ray diffraction techniques. The targeted compounds showed potent in vitro cytotoxicity against human colon cancer HT29 cells.

Bacterial versus human sphingosine-1-phosphate lyase (S1PL) in the design of potential S1PL inhibitors

Sanllehí, Pol,Abad, José-Luis,Casas, Josefina,Bujons, Jordi,Delgado, Antonio

, p. 4381 - 4389 (2016)

A series of potential active-site sphingosine-1-phosphate lyase (S1PL) inhibitors have been designed from scaffolds 1 and 2, arising from virtual screening using the X-ray structures of the bacterial (StS1PL) and the human (hS1PL) enzymes. Both enzymes ar

Design and synthesis of new 5-aryl-4-arylethynyl-1H-1,2,3-triazoles with valuable photophysical and biological properties

Efremova, Mariia M.,Govdi, Anastasia I.,Frolova, Valeria V.,Rumyantsev, Andrey M.,Balova, Irina A.

, (2021/05/28)

Cu-catalyzed 1,3-dipolar cycloaddition of methyl 2-azidoacetate to iodobuta-1,3-diynes and subsequent Suzuki-Miyaura cross-coupling were used to synthesize new triazoles derivatives: 5aryl-4-arylethynyl-1H-1,2,3-triazoles. Investigation of their optical p

Discovery of 4H-thieno[3,2-b]pyrrole derivatives as potential anticancer agents

Fang, Bo,Hu, Chunsheng,Ding, Yong,Qin, Hongxia,Luo, Yafei,Xu, Zhigang,Meng, Jiangping,Chen, Zhongzhu

, p. 1610 - 1627 (2021/06/06)

In this study, we describe the discovery of the 4H-thieno[3,2-b]pyrrole derivatives as an useful scaffold to obtain potent lead compounds for the treatment of colon cancer. We first started with the 4H-thieno[3,2-b]pyrrole derivatives which come from comp

A Bu4N[Fe(CO)3(NO)]-Catalyzed Hemetsberger–Knittel Indole Synthesis

Baykal, Aslihan,Plietker, Bernd

supporting information, (2020/02/20)

The nucleophilic Fe complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of aryl vinyl azides to give the corresponding indole derivatives in good to excellent yields.

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