14152-97-7,MFCD00043085
Catalog No.:AA001GG7

14152-97-7 | 2,3,4,6-Tetra-o-acetyl-beta-d-glucopyranosyl isothiocyanate

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Purity
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100mg
98%
in stock  
$91.00   $64.00
- +
250mg
98%
in stock  
$139.00   $97.00
- +
1g
98%
in stock  
$353.00   $247.00
- +
5g
98%
in stock  
$1,535.00 $1,075.00
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA001GG7
Chemical Name:
2,3,4,6-Tetra-o-acetyl-beta-d-glucopyranosyl isothiocyanate
CAS Number:
14152-97-7
Molecular Formula:
C21H16O11
Molecular Weight:
444.3451
MDL Number:
MFCD00043085
SMILES:
O=C(CC1(OCOC1=O)CC(=O)Oc1ccccc1C(=O)O)Oc1ccccc1C(=O)O
Properties
Computed Properties
 
Complexity:
616  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.2  

Downstream Synthesis Route

[1]Ogura;Takahashi;Sato[ChemicalandPharmaceuticalBulletin,1981,vol.29,#8,p.2188-2192]

[2]Nayak,RiddhiA.;Mangte,AnvitaD.[AsianJournalofChemistry,2021,vol.33,#1,p.127-131]

[3]Micheel;Brunkhorst[ChemischeBerichte,1955,vol.88,p.481,485]

[1]Locationinpatent:experimentalpartGhosh,Samir;Misra,AnupKumar;Bhatia,Gitika;Khan;Khanna[BioorganicandMedicinalChemistryLetters,2009,vol.19,#2,p.386-389]

[2]Tashpulatov,A.A.;Rakhmatullaev,I.;Afanas'ev,V.A.;Ismailov,N.[JournalofOrganicChemistryUSSR(EnglishTranslation),1988,vol.24,p.1707-1710][ZhurnalOrganicheskoiKhimii,1988,vol.24,#9,p.1893-1897]

[3]Tashpulatov,A.A.;Afanas'ev,V.A.;Lidak,M.Yu.;Sukhova,N.M.;Popelis,Yu.Yu.;Rakhmatullaev,I.[ChemistryofHeterocyclicCompounds,1983,p.137-141][KhimiyaGeterotsiklicheskikhSoedinenii,1983,vol.19,#2,p.170-174]

[4]Thanh,NguyenDinh;Giang,NguyenThiKim;Quyen,TranHa;Huong,DoanThi;Toan,VuNgoc[EuropeanJournalofMedicinalChemistry,2016,vol.123,p.532-543]

[5]vandeKamp;Micheel[ChemischeBerichte,1956,vol.89,p.133,139]

[6]vandeKamp;Micheel[ChemischeBerichte,1956,vol.89,p.133,139]

[7]Locationinpatent:bodytextTenchiu(Deleanu),Alia-Cristina;Kostas,IoannisD.;Kovala-Demertzi,Dimitra;Terzis,Aris[CarbohydrateResearch,2009,vol.344,#11,p.1352-1364]

[8]Locationinpatent:bodytextAlexacou,Kyra-Melinda;Tenchiu,Alia-Cristina;Chrysina,EvangeliaD.;Charavgi,Maria-Despoina;Kostas,IoannisD.;Zographos,SpyrosE.;Oikonomakos,NikosG.;Leonidas,DemetresD.[BioorganicandMedicinalChemistry,2010,vol.18,#22,p.7911-7922]

[9]Locationinpatent:schemeortableThanh,NguyenDinh;Giang,NguyenThiKim;leHoai,The[E-JournalofChemistry,2010,vol.7,#3,p.899-907]

[10]Ulhe,AvinashG.;Chavan,SnehalA.;Berad,BaliramN.[Phosphorus,SulfurandSiliconandtheRelatedElements,2015,vol.190,#2,p.170-177]

[11]NgocToan,Vu;DinhThanh,Nguyen;MinhTri,Nguyen;ThiThuHuong,Nguyen[BioorganicandMedicinalChemistryLetters,2020,vol.30,#24]

[1]CarbohydrateResearch,1980,vol.85,p.201-208

[1]Rashkes,Ya.V.;Mil'grom,Yu.M.;Ambartsumova,R.F.[ChemistryofHeterocyclicCompounds,1989,vol.25,#11,p.1289-1293][KhimiyaGeterotsiklicheskikhSoedinenii,1989,#11,p.1539-1543]

[1]ChemistryofHeterocyclicCompounds,1989,vol.25,p.1289-1293    KhimiyaGeterotsiklicheskikhSoedinenii,1989,p.1539-1543

Literature

Title: A validated enantioselective LC-MS/MS assay for the simultaneous determination of carvedilol and its pharmacologically active 4'-hydroxyphenyl metabolite in human plasma: application to a clinical pharmacokinetic study.

Journal: Journal of pharmaceutical and biomedical analysis 20121101

Title: Enantioselective LC/ESI-MS/MS analysis and pharmacokinetic and tissue distribution study of (2RS)-1-(7-methoxy-1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)-propan-2-ol in rats.

Journal: Chirality 20120801

Title: Determination of enantiomeric impurity in besifloxacin hydrochloride by chiral high-performance liquid chromatography with precolumn derivatization.

Journal: Chirality 20120701

Title: A universal HPLC-MS method to determine the stereochemistry of common and unusual amino acids.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Enantioselective quantification of carvedilol in human plasma by HPLC in heavily medicated heart failure patients.

Journal: Journal of pharmaceutical and biomedical analysis 20100801

Title: Stereoselective HPLC assay of TJ0711 enantiomers by precolumn derivatization with GITC using UV detection and its application in pharmacokinetics in rats.

Journal: Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20090801

Title: Stereoselective analysis of tiopronin enantiomers in rat plasma using high-performance liquid chromatography-electrospray ionization mass spectrometry after chiral derivatization.

Journal: Chirality 20090501

Title: [Determination of optical purity of alpha-phenylethylamine by high performance liquid chromatography with pre-column derivatization].

Journal: Se pu = Chinese journal of chromatography 20090501

Title: Does a stable isotopically labeled internal standard always correct analyte response? A matrix effect study on a LC/MS/MS method for the determination of carvedilol enantiomers in human plasma.

Journal: Journal of pharmaceutical and biomedical analysis 20070117

Title: High-performance liquid chromatographic resolution of 1-(1,4-benzodioxane-2-formyl)-piperazine enantiomers after chiral derivatization.

Journal: Journal of separation science 20050201

Title: Stereoselective analysis of carvedilol in human plasma using HPLC/MS/MS after chiral derivatization.

Journal: Journal of pharmaceutical and biomedical analysis 20041115

Title: Simultaneous determination of the enantiomers of esmolol and its acid metabolite in human plasma by reversed phase liquid chromatography with solid-phase extraction.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040615

Title: Stereoselective RP-HPLC determination of esmolol enantiomers in human plasma after pre-column derivatization.

Journal: Journal of biochemical and biophysical methods 20040531

Title: Chirality determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry.

Journal: Journal of chromatography. A 20040507

Title: Liquid chromatographic enantioseparation of spin-labelled beta-amino acids.

Journal: Journal of chromatography. A 20031222

Title: Synthesis and antiviral evaluation of some new glycosylthioureas containing a quinazolinone nucleus.

Journal: Nucleosides, nucleotides & nucleic acids 20020101

Title: Accumulation of L-cystathionine by an Escherichia coli mutant deficient in cystathionine beta-lyase.

Journal: Journal of bioscience and bioengineering 20020101

Title: Novel use of guanidinium isothiocyanate in the isolation of Mycobacterium tuberculosis DNA from clinical material.

Journal: FEMS microbiology letters 20011127

Title: High-performance liquid chromatographic enantioseparation of beta-amino acids.

Journal: Journal of chromatography. A 20010817

Title: Chiral separation of pheniramine-like 3-phenyl-3-heteroarylpropylamines by CE and HPLC methods.

Journal: Chirality 20010601

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Tags:14152-97-7 Molecular Formula|14152-97-7 MDL|14152-97-7 SMILES|14152-97-7 2,3,4,6-Tetra-o-acetyl-beta-d-glucopyranosyl isothiocyanate
Catalog No.: AA001GG7
14152-97-7,MFCD00043085
14152-97-7 | 2,3,4,6-Tetra-o-acetyl-beta-d-glucopyranosyl isothiocyanate
Pack Size: 100mg
Purity: 98%
in stock
$91.00 $64.00
Pack Size: 250mg
Purity: 98%
in stock
$139.00 $97.00
Pack Size: 1g
Purity: 98%
in stock
$353.00 $247.00
Pack Size: 5g
Purity: 98%
in stock
$1,535.00 $1,075.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA001GG7
Chemical Name: 2,3,4,6-Tetra-o-acetyl-beta-d-glucopyranosyl isothiocyanate
CAS Number: 14152-97-7
Molecular Formula: C21H16O11
Molecular Weight: 444.3451
MDL Number: MFCD00043085
SMILES: O=C(CC1(OCOC1=O)CC(=O)Oc1ccccc1C(=O)O)Oc1ccccc1C(=O)O
Properties
Complexity: 616  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 26  
Hydrogen Bond Acceptor Count: 11  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 10  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.2  
Downstream Synthesis Route
54-85-3    14152-97-7    64504-25-2 

[1]Ogura;Takahashi;Sato[ChemicalandPharmaceuticalBulletin,1981,vol.29,#8,p.2188-2192]

[2]Nayak,RiddhiA.;Mangte,AnvitaD.[AsianJournalofChemistry,2021,vol.33,#1,p.127-131]

[3]Micheel;Brunkhorst[ChemischeBerichte,1955,vol.88,p.481,485]

14152-97-7    63128-98-3 

[1]Locationinpatent:experimentalpartGhosh,Samir;Misra,AnupKumar;Bhatia,Gitika;Khan;Khanna[BioorganicandMedicinalChemistryLetters,2009,vol.19,#2,p.386-389]

[2]Tashpulatov,A.A.;Rakhmatullaev,I.;Afanas'ev,V.A.;Ismailov,N.[JournalofOrganicChemistryUSSR(EnglishTranslation),1988,vol.24,p.1707-1710][ZhurnalOrganicheskoiKhimii,1988,vol.24,#9,p.1893-1897]

[3]Tashpulatov,A.A.;Afanas'ev,V.A.;Lidak,M.Yu.;Sukhova,N.M.;Popelis,Yu.Yu.;Rakhmatullaev,I.[ChemistryofHeterocyclicCompounds,1983,p.137-141][KhimiyaGeterotsiklicheskikhSoedinenii,1983,vol.19,#2,p.170-174]

[4]Thanh,NguyenDinh;Giang,NguyenThiKim;Quyen,TranHa;Huong,DoanThi;Toan,VuNgoc[EuropeanJournalofMedicinalChemistry,2016,vol.123,p.532-543]

[5]vandeKamp;Micheel[ChemischeBerichte,1956,vol.89,p.133,139]

[6]vandeKamp;Micheel[ChemischeBerichte,1956,vol.89,p.133,139]

[7]Locationinpatent:bodytextTenchiu(Deleanu),Alia-Cristina;Kostas,IoannisD.;Kovala-Demertzi,Dimitra;Terzis,Aris[CarbohydrateResearch,2009,vol.344,#11,p.1352-1364]

[8]Locationinpatent:bodytextAlexacou,Kyra-Melinda;Tenchiu,Alia-Cristina;Chrysina,EvangeliaD.;Charavgi,Maria-Despoina;Kostas,IoannisD.;Zographos,SpyrosE.;Oikonomakos,NikosG.;Leonidas,DemetresD.[BioorganicandMedicinalChemistry,2010,vol.18,#22,p.7911-7922]

[9]Locationinpatent:schemeortableThanh,NguyenDinh;Giang,NguyenThiKim;leHoai,The[E-JournalofChemistry,2010,vol.7,#3,p.899-907]

[10]Ulhe,AvinashG.;Chavan,SnehalA.;Berad,BaliramN.[Phosphorus,SulfurandSiliconandtheRelatedElements,2015,vol.190,#2,p.170-177]

[11]NgocToan,Vu;DinhThanh,Nguyen;MinhTri,Nguyen;ThiThuHuong,Nguyen[BioorganicandMedicinalChemistryLetters,2020,vol.30,#24]

4779-31-1    14152-97-7    77489-39-5 

[1]CarbohydrateResearch,1980,vol.85,p.201-208

52829-91-1    14152-97-7    127219-41-4 

[1]Rashkes,Ya.V.;Mil'grom,Yu.M.;Ambartsumova,R.F.[ChemistryofHeterocyclicCompounds,1989,vol.25,#11,p.1289-1293][KhimiyaGeterotsiklicheskikhSoedinenii,1989,#11,p.1539-1543]

39136-60-2    14152-97-7    127245-06-1 

[1]ChemistryofHeterocyclicCompounds,1989,vol.25,p.1289-1293    KhimiyaGeterotsiklicheskikhSoedinenii,1989,p.1539-1543

Literature fold

Title: A validated enantioselective LC-MS/MS assay for the simultaneous determination of carvedilol and its pharmacologically active 4'-hydroxyphenyl metabolite in human plasma: application to a clinical pharmacokinetic study.

Journal: Journal of pharmaceutical and biomedical analysis20121101

Title: Enantioselective LC/ESI-MS/MS analysis and pharmacokinetic and tissue distribution study of (2RS)-1-(7-methoxy-1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)-propan-2-ol in rats.

Journal: Chirality20120801

Title: Determination of enantiomeric impurity in besifloxacin hydrochloride by chiral high-performance liquid chromatography with precolumn derivatization.

Journal: Chirality20120701

Title: A universal HPLC-MS method to determine the stereochemistry of common and unusual amino acids.

Journal: Methods in molecular biology (Clifton, N.J.)20120101

Title: Enantioselective quantification of carvedilol in human plasma by HPLC in heavily medicated heart failure patients.

Journal: Journal of pharmaceutical and biomedical analysis20100801

Title: Stereoselective HPLC assay of TJ0711 enantiomers by precolumn derivatization with GITC using UV detection and its application in pharmacokinetics in rats.

Journal: Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban20090801

Title: Stereoselective analysis of tiopronin enantiomers in rat plasma using high-performance liquid chromatography-electrospray ionization mass spectrometry after chiral derivatization.

Journal: Chirality20090501

Title: [Determination of optical purity of alpha-phenylethylamine by high performance liquid chromatography with pre-column derivatization].

Journal: Se pu = Chinese journal of chromatography20090501

Title: Does a stable isotopically labeled internal standard always correct analyte response? A matrix effect study on a LC/MS/MS method for the determination of carvedilol enantiomers in human plasma.

Journal: Journal of pharmaceutical and biomedical analysis20070117

Title: High-performance liquid chromatographic resolution of 1-(1,4-benzodioxane-2-formyl)-piperazine enantiomers after chiral derivatization.

Journal: Journal of separation science20050201

Title: Stereoselective analysis of carvedilol in human plasma using HPLC/MS/MS after chiral derivatization.

Journal: Journal of pharmaceutical and biomedical analysis20041115

Title: Simultaneous determination of the enantiomers of esmolol and its acid metabolite in human plasma by reversed phase liquid chromatography with solid-phase extraction.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20040615

Title: Stereoselective RP-HPLC determination of esmolol enantiomers in human plasma after pre-column derivatization.

Journal: Journal of biochemical and biophysical methods20040531

Title: Chirality determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry.

Journal: Journal of chromatography. A20040507

Title: Liquid chromatographic enantioseparation of spin-labelled beta-amino acids.

Journal: Journal of chromatography. A20031222

Title: Synthesis and antiviral evaluation of some new glycosylthioureas containing a quinazolinone nucleus.

Journal: Nucleosides, nucleotides & nucleic acids20020101

Title: Accumulation of L-cystathionine by an Escherichia coli mutant deficient in cystathionine beta-lyase.

Journal: Journal of bioscience and bioengineering20020101

Title: Novel use of guanidinium isothiocyanate in the isolation of Mycobacterium tuberculosis DNA from clinical material.

Journal: FEMS microbiology letters20011127

Title: High-performance liquid chromatographic enantioseparation of beta-amino acids.

Journal: Journal of chromatography. A20010817

Title: Chiral separation of pheniramine-like 3-phenyl-3-heteroarylpropylamines by CE and HPLC methods.

Journal: Chirality20010601

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