13811-71-7,MFCD00064451
Catalog No.:AA0034LP

13811-71-7 | (-)-Diethyl D-tartrate

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Purity
Availability
Price(USD)
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25g
≥98%
in stock  
$10.00   $7.00
- +
500g
>99%(GC)
in stock  
$169.00   $118.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0034LP
Chemical Name:
(-)-Diethyl D-tartrate
CAS Number:
13811-71-7
Molecular Formula:
C8H14O6
Molecular Weight:
206.1932
MDL Number:
MFCD00064451
SMILES:
CCOC(=O)[C@H]([C@@H](C(=O)OCC)O)O
Properties
Properties
 
BP:
280°C at 760 mmHg  
Form:
Liquid  
MP:
17°C  
Refractive Index:
n20/D 1.446(lit.)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
180  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-0.3  

Downstream Synthesis Route

[1]HelveticaChimicaActa,1977,vol.60,p.301-325

[1]Zhou,Xiang;Liu,Wen-Jun;Ye,Jian-Liang;Huang,Pei-Qiang[Tetrahedron,2007,vol.63,#27,p.6346-6357]

[2]Locationinpatent:schemeortableZheng,Jin-Li;Liu,Hui;Zhang,Yu-Feng;Zhao,Wei;Tong,Jin-Shuan;Ruan,Yuan-Ping;Huang,Pei-Qiang[TetrahedronAsymmetry,2011,vol.22,#3,p.257-263]

[3]Alavi,Sohaila;Hosseini-Monfared,Hassan;Aleshkevych,Pavlo[RSCAdvances,2014,vol.4,#90,p.48827-48835]

[4]Zeng,Jing;Zhang,Qian;Zhang,Hong-Kui;Chen,Anqi[RSCAdvances,2013,vol.3,#43,p.20298-20307]

[5]CurrentPatentAssignee:TORAYINDUSTRIESINC-CN104003883,2016,BLocationinpatent:Paragraph0165-0170

[6]HOLY,Antonin[CollectionofCzechoslovakChemicalCommunications,1982,vol.47,#1,p.173-189]

[7]Crout,DavidH.G.;Gaudet,S.B.;Hallinan,KeithO.[JournaloftheChemicalSociety.PerkintransactionsI,1993,#7,p.805-812]

[8]Jiao,Peng;Xu,Jiaxi;Zhang,Qihan;Choi,MichaelC.K.;Chan,AlbertS.C.[TetrahedronAsymmetry,2001,vol.12,#22,p.3081-3088]

[9]Li,Bing;Wang,Kaiyuan;Zhang,Rui;Li,Baihui;Shen,Yangli;Ji,Qinggang[EuropeanJournalofMedicinalChemistry,2019,vol.182]

[10]Tamoto;Sugimori;Terashima[Tetrahedron,1984,vol.40,#22,p.4617-4623]

[11]Wang,Pei;Ma,Guo-Rong;Yu,Sheng-Li;Da,Chao-Shan[Chirality,2019,vol.31,#1,p.79-86]

[12]Liu,Jian-Hua;Long,Ya-Qiu[TetrahedronLetters,2009,vol.50,#32,p.4592-4594]

[1]Dehmlow,EckehardV.;Sauerbier,Christiane[LiebigsAnnalenderChemie,1989,p.181-186]

[1]Locationinpatent:schemeortableFourrire,Gaëlle;Leclerc,Eric;Quirion,Jean-Charles;Pannecoucke,Xavier[JournalofFluorineChemistry,2012,vol.134,p.172-179]

[2]Ohira,Susumu;Kuboki,Atsuhito;Takimoto,Yoshimi;Matsuda,Kyosuke;Itasaki,Saori;Urushibata,Yuki;Takano,Yoshiyuki;Nakamura,Yuuki[TetrahedronLetters,2019,vol.60,#39]

[3]Li,Bing;Wang,Kaiyuan;Zhang,Rui;Li,Baihui;Shen,Yangli;Ji,Qinggang[EuropeanJournalofMedicinalChemistry,2019,vol.182]

[4]CurrentPatentAssignee:JUBILANTPHARMOVALTD-WO2019/102494,2019,A1Locationinpatent:Paragraph000324

[5]Ganss,Stephanie;Breit,Bernhard[AngewandteChemie-InternationalEdition,2016,vol.55,#33,p.9738-9742][Angew.Chem.,2016,vol.128,#33,p.9890-9894,5]

[6]Toda,Fumio;Tanaka,Koichi[TetrahedronLetters,1988,vol.29,#5,p.551-554]

[7]Tamoto;Sugimori;Terashima[Tetrahedron,1984,vol.40,#22,p.4617-4623]

[8]Ko;Finan;Yonaga;etal.[JournaloftheAmericanChemicalSociety,1982,vol.104,#25,p.7364-7367]

[9]Lee,Eun;Yoo,Sang-Ku;Choo,Hyunah;Song,HoYoung[TetrahedronLetters,1998,vol.39,#3-4,p.317-318]

[10]Yeager,AdamR.;Finney,NathanielS.[BioorganicandMedicinalChemistry,2004,vol.12,#24,p.6451-6460]

[11]Kuntiyong,Punlop;Lee,TaeHee;Kranemann,ChristianL.;White,JamesD.[OrganicandBiomolecularChemistry,2012,vol.10,#39,p.7884-7899]

[12]SathishReddy;Gangadhar;Srihari[TetrahedronAsymmetry,2013,vol.24,#23,p.1524-1530]

[1]Jiao,Peng;Xu,Jiaxi;Zhang,Qihan;Choi,MichaelC.K.;Chan,AlbertS.C.[TetrahedronAsymmetry,2001,vol.12,#22,p.3081-3088]

[2]Sharma,Komal;Joseph,JojoP.;Sahu,Adarsh;Yadav,Narender;Tyagi,Mohit;Singh,Ashmeet;Pal,Asish;Kartha,K.P.Ravindranathan[RSCAdvances,2019,vol.9,#34,p.19819-19827]

[3]Liu,Jian-Hua;Long,Ya-Qiu[TetrahedronLetters,2009,vol.50,#32,p.4592-4594]

Literature

Title: Bioplastics from feather quill.

Journal: Biomacromolecules 20111010

Title: Biosynthetic chlorination of the piperazate residue in kutzneride biosynthesis by KthP.

Journal: Biochemistry 20110712

Title: Total synthesis of broussonetine F: the orthoamide Overman rearrangement of an allylic diol.

Journal: Organic letters 20110218

Title: A practical and azide-free synthetic approach to oseltamivir from diethyl D-tartrate.

Journal: The Journal of organic chemistry 20100507

Title: Effect of microemulsion component purity on the chromatographic figures of merit in chiral microemulsion electrokinetic chromatography.

Journal: Journal of chromatography. A 20090417

Title: Direct chlorination of alcohols with chlorodimethylsilane catalyzed by a gallium trichloride/tartrate system under neutral conditions.

Journal: Organic & biomolecular chemistry 20080807

Title: Use of large-scale chromatography in the preparation of armodafinil.

Journal: Chirality 20080801

Title: Natural products as an inspiration in the diversity-oriented synthesis of bioactive compound libraries.

Journal: Natural product reports 20080801

Title: Synthesis and characterization of mesoporous silica modified with chiral auxiliaries for their potential application as chiral stationary phase.

Journal: Journal of chromatography. A 20080516

Title: Separation of corticosteroids by microemulsion EKC with diethyl L-tartrate as the oil phase.

Journal: Electrophoresis 20071001

Title: Two-chiral component microemulsion EKC - chiral surfactant and chiral oil. Part 2: diethyl tartrate.

Journal: Electrophoresis 20070801

Title: Influence of microemulsion chirality on chromatographic figures of merit in EKC: results with novel three-chiral-component microemulsions and comparison with one- and two-chiral-component microemulsions.

Journal: Electrophoresis 20070801

Title: Spectroscopic investigation of the structures of dialkyl tartrates and their cyclodextrin complexes.

Journal: The journal of physical chemistry. A 20070208

Title: Synthesis and characterization of (S)-amino alcohol modified M41S as effective material for the enantioseparation of racemic compounds.

Journal: Journal of chromatography. A 20061201

Title: Total synthesis of the light-harvesting carotenoid peridinin.

Journal: Angewandte Chemie (International ed. in English) 20060612

Title: Total syntheses of naturally occurring diacetylenic spiroacetal enol ethers.

Journal: The Journal of organic chemistry 20050722

Title: Bifunctional nanocrystalline MgO for chiral epoxy ketones via Claisen-Schmidt condensation-asymmetric epoxidation reactions.

Journal: Journal of the American Chemical Society 20040324

Title: Synthesis and biological characterization of 1alpha,24,25-trihydroxy-2beta-(3-hydroxypropoxy)vitamin D(3) (24-hydroxylated ED-71).

Journal: Steroids 20010101

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SDS
Tags:13811-71-7 Molecular Formula|13811-71-7 MDL|13811-71-7 SMILES|13811-71-7 (-)-Diethyl D-tartrate
Catalog No.: AA0034LP
13811-71-7,MFCD00064451
13811-71-7 | (-)-Diethyl D-tartrate
Pack Size: 25g
Purity: ≥98%
in stock
$10.00 $7.00
Pack Size: 500g
Purity: >99%(GC)
in stock
$169.00 $118.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0034LP
Chemical Name: (-)-Diethyl D-tartrate
CAS Number: 13811-71-7
Molecular Formula: C8H14O6
Molecular Weight: 206.1932
MDL Number: MFCD00064451
SMILES: CCOC(=O)[C@H]([C@@H](C(=O)OCC)O)O
Properties
BP: 280°C at 760 mmHg  
Form: Liquid  
MP: 17°C  
Refractive Index: n20/D 1.446(lit.)  
Storage: Keep in dry area;Room Temperature;  
Complexity: 180  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 2  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 14  
Hydrogen Bond Acceptor Count: 6  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 7  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -0.3  
Downstream Synthesis Route
13811-71-7    124-40-3    63126-52-3 

[1]HelveticaChimicaActa,1977,vol.60,p.301-325

64-17-5    147-71-7    13811-71-7 

[1]Zhou,Xiang;Liu,Wen-Jun;Ye,Jian-Liang;Huang,Pei-Qiang[Tetrahedron,2007,vol.63,#27,p.6346-6357]

[2]Locationinpatent:schemeortableZheng,Jin-Li;Liu,Hui;Zhang,Yu-Feng;Zhao,Wei;Tong,Jin-Shuan;Ruan,Yuan-Ping;Huang,Pei-Qiang[TetrahedronAsymmetry,2011,vol.22,#3,p.257-263]

[3]Alavi,Sohaila;Hosseini-Monfared,Hassan;Aleshkevych,Pavlo[RSCAdvances,2014,vol.4,#90,p.48827-48835]

[4]Zeng,Jing;Zhang,Qian;Zhang,Hong-Kui;Chen,Anqi[RSCAdvances,2013,vol.3,#43,p.20298-20307]

[5]CurrentPatentAssignee:TORAYINDUSTRIESINC-CN104003883,2016,BLocationinpatent:Paragraph0165-0170

[6]HOLY,Antonin[CollectionofCzechoslovakChemicalCommunications,1982,vol.47,#1,p.173-189]

[7]Crout,DavidH.G.;Gaudet,S.B.;Hallinan,KeithO.[JournaloftheChemicalSociety.PerkintransactionsI,1993,#7,p.805-812]

[8]Jiao,Peng;Xu,Jiaxi;Zhang,Qihan;Choi,MichaelC.K.;Chan,AlbertS.C.[TetrahedronAsymmetry,2001,vol.12,#22,p.3081-3088]

[9]Li,Bing;Wang,Kaiyuan;Zhang,Rui;Li,Baihui;Shen,Yangli;Ji,Qinggang[EuropeanJournalofMedicinalChemistry,2019,vol.182]

[10]Tamoto;Sugimori;Terashima[Tetrahedron,1984,vol.40,#22,p.4617-4623]

[11]Wang,Pei;Ma,Guo-Rong;Yu,Sheng-Li;Da,Chao-Shan[Chirality,2019,vol.31,#1,p.79-86]

[12]Liu,Jian-Hua;Long,Ya-Qiu[TetrahedronLetters,2009,vol.50,#32,p.4592-4594]

13811-71-7    108-21-4    73346-73-3 

[1]Dehmlow,EckehardV.;Sauerbier,Christiane[LiebigsAnnalenderChemie,1989,p.181-186]

13811-71-7    77-76-9    73346-73-3 

[1]Locationinpatent:schemeortableFourrire,Gaëlle;Leclerc,Eric;Quirion,Jean-Charles;Pannecoucke,Xavier[JournalofFluorineChemistry,2012,vol.134,p.172-179]

[2]Ohira,Susumu;Kuboki,Atsuhito;Takimoto,Yoshimi;Matsuda,Kyosuke;Itasaki,Saori;Urushibata,Yuki;Takano,Yoshiyuki;Nakamura,Yuuki[TetrahedronLetters,2019,vol.60,#39]

[3]Li,Bing;Wang,Kaiyuan;Zhang,Rui;Li,Baihui;Shen,Yangli;Ji,Qinggang[EuropeanJournalofMedicinalChemistry,2019,vol.182]

[4]CurrentPatentAssignee:JUBILANTPHARMOVALTD-WO2019/102494,2019,A1Locationinpatent:Paragraph000324

[5]Ganss,Stephanie;Breit,Bernhard[AngewandteChemie-InternationalEdition,2016,vol.55,#33,p.9738-9742][Angew.Chem.,2016,vol.128,#33,p.9890-9894,5]

[6]Toda,Fumio;Tanaka,Koichi[TetrahedronLetters,1988,vol.29,#5,p.551-554]

[7]Tamoto;Sugimori;Terashima[Tetrahedron,1984,vol.40,#22,p.4617-4623]

[8]Ko;Finan;Yonaga;etal.[JournaloftheAmericanChemicalSociety,1982,vol.104,#25,p.7364-7367]

[9]Lee,Eun;Yoo,Sang-Ku;Choo,Hyunah;Song,HoYoung[TetrahedronLetters,1998,vol.39,#3-4,p.317-318]

[10]Yeager,AdamR.;Finney,NathanielS.[BioorganicandMedicinalChemistry,2004,vol.12,#24,p.6451-6460]

[11]Kuntiyong,Punlop;Lee,TaeHee;Kranemann,ChristianL.;White,JamesD.[OrganicandBiomolecularChemistry,2012,vol.10,#39,p.7884-7899]

[12]SathishReddy;Gangadhar;Srihari[TetrahedronAsymmetry,2013,vol.24,#23,p.1524-1530]

13811-71-7    67-64-1    73346-73-3 

[1]Jiao,Peng;Xu,Jiaxi;Zhang,Qihan;Choi,MichaelC.K.;Chan,AlbertS.C.[TetrahedronAsymmetry,2001,vol.12,#22,p.3081-3088]

[2]Sharma,Komal;Joseph,JojoP.;Sahu,Adarsh;Yadav,Narender;Tyagi,Mohit;Singh,Ashmeet;Pal,Asish;Kartha,K.P.Ravindranathan[RSCAdvances,2019,vol.9,#34,p.19819-19827]

[3]Liu,Jian-Hua;Long,Ya-Qiu[TetrahedronLetters,2009,vol.50,#32,p.4592-4594]

Literature fold

Title: Bioplastics from feather quill.

Journal: Biomacromolecules20111010

Title: Biosynthetic chlorination of the piperazate residue in kutzneride biosynthesis by KthP.

Journal: Biochemistry20110712

Title: Total synthesis of broussonetine F: the orthoamide Overman rearrangement of an allylic diol.

Journal: Organic letters20110218

Title: A practical and azide-free synthetic approach to oseltamivir from diethyl D-tartrate.

Journal: The Journal of organic chemistry20100507

Title: Effect of microemulsion component purity on the chromatographic figures of merit in chiral microemulsion electrokinetic chromatography.

Journal: Journal of chromatography. A20090417

Title: Direct chlorination of alcohols with chlorodimethylsilane catalyzed by a gallium trichloride/tartrate system under neutral conditions.

Journal: Organic & biomolecular chemistry20080807

Title: Use of large-scale chromatography in the preparation of armodafinil.

Journal: Chirality20080801

Title: Natural products as an inspiration in the diversity-oriented synthesis of bioactive compound libraries.

Journal: Natural product reports20080801

Title: Synthesis and characterization of mesoporous silica modified with chiral auxiliaries for their potential application as chiral stationary phase.

Journal: Journal of chromatography. A20080516

Title: Separation of corticosteroids by microemulsion EKC with diethyl L-tartrate as the oil phase.

Journal: Electrophoresis20071001

Title: Two-chiral component microemulsion EKC - chiral surfactant and chiral oil. Part 2: diethyl tartrate.

Journal: Electrophoresis20070801

Title: Influence of microemulsion chirality on chromatographic figures of merit in EKC: results with novel three-chiral-component microemulsions and comparison with one- and two-chiral-component microemulsions.

Journal: Electrophoresis20070801

Title: Spectroscopic investigation of the structures of dialkyl tartrates and their cyclodextrin complexes.

Journal: The journal of physical chemistry. A20070208

Title: Synthesis and characterization of (S)-amino alcohol modified M41S as effective material for the enantioseparation of racemic compounds.

Journal: Journal of chromatography. A20061201

Title: Total synthesis of the light-harvesting carotenoid peridinin.

Journal: Angewandte Chemie (International ed. in English)20060612

Title: Total syntheses of naturally occurring diacetylenic spiroacetal enol ethers.

Journal: The Journal of organic chemistry20050722

Title: Bifunctional nanocrystalline MgO for chiral epoxy ketones via Claisen-Schmidt condensation-asymmetric epoxidation reactions.

Journal: Journal of the American Chemical Society20040324

Title: Synthesis and biological characterization of 1alpha,24,25-trihydroxy-2beta-(3-hydroxypropoxy)vitamin D(3) (24-hydroxylated ED-71).

Journal: Steroids20010101

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