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655-48-1,MFCD11109208
Catalog No.:AA00IBFA

655-48-1 | 1,2-Ethanediol, 1,2-diphenyl-, (1R,2R)-rel-

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1g
>98.0%(GC)
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$48.00   $34.00
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5g
>98.0%(GC)
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$141.00   $99.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IBFA
Chemical Name:
1,2-Ethanediol, 1,2-diphenyl-, (1R,2R)-rel-
CAS Number:
655-48-1
MDL Number:
MFCD11109208
SMILES:
O[C@@H]([C@@H](c1ccccc1)O)c1ccccc1 |&1:6,8|
Properties
Computed Properties
 
Complexity:
171  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
2  
XLogP3:
1.6  

Downstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,2001,vol.123,p.1365-1371

[2]TetrahedronLetters,2015,vol.56,p.2980-2982

[3]TetrahedronLetters,2008,vol.49,p.1071-1075

[4]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,2008,vol.47,p.1080-1083

[5]AppliedCatalysisA:General,2014,vol.470,p.177-182

[6]OrganicLetters,2003,vol.5,p.185-187

[7]JournaloftheAmericanChemicalSociety,2010,vol.132,p.14409-14411

[8]JournalofOrganicChemistry,1999,vol.64,p.2545-2548

[9]Synthesis,1989,p.45-47

[10]Organicletters,2002,vol.4,p.2197-2199

[11]OrganicandBiomolecularChemistry,2004,vol.2,p.1116-1124

[12]JournalofOrganicChemistry,2010,vol.75,p.2321-2326

[13]TetrahedronLetters,2011,vol.52,p.2540-2542

[14]OrganicLetters,2001,vol.3,p.2649-2651

[15]AngewandteChemie,1994,vol.106,p.2408-2409

[16]Chemistry-AEuropeanJournal,1996,vol.2,p.50-57

[17]JournalofOrganicChemistry,1997,vol.62,p.6041-6045

[18]JournaloftheAmericanChemicalSociety,1946,vol.68,p.119,121

[19]JournaloftheAmericanChemicalSociety,1946,vol.68,p.119,121

[1]Muniz,Kilian[EuropeanJournalofOrganicChemistry,2004,#10,p.2243-2252]

[2]Emmanuvel,Lourdusamy;AliShaikh,TanveerMahammad;Sudalai,Arumugam[OrganicLetters,2005,vol.7,#22,p.5071-5074]

[3]Emmanuvel,Lourdusamy;AliShaikh,TanveerMahammad;Sudalai,Arumugam[OrganicLetters,2005,vol.7,#22,p.5071-5074]

[4]Kobayashi,Shu;Endo,Masahiro;Nagayama,Satoshi[JournaloftheAmericanChemicalSociety,1999,vol.121,#48,p.11229-11230]

[5]Cano,Rafael;Pérez,JuanaM.;Ramón,DiegoJ.[AppliedCatalysisA:General,2014,vol.470,p.177-182]

[6]Valenzuela,StephanieA.;Crory,HannahS.N.;Yao,Chao-Yi;Howard,JamesR.;Saucedo,Gabriel;deSilva,A.Prasanna;Anslyn,EricV.[AngewandteChemie-InternationalEdition,2021,vol.60,#25,p.13819-13823][Angew.Chem.,2021,vol.133,#25,p.13938-13942,5]

[7]Illesinghe,Jayamini;Ebeling,Richard;Ferguson,Brett;Patel,Jim;Campi,EvaM.;Jackson,W.Roy;Robinson,AndreaJ.[AustralianJournalofChemistry,2004,vol.57,#2,p.167-176]

[8]Koyama,K.etal.[CanadianJournalofChemistry,1969,vol.47,p.2484-2487]

[1]Griffith,JamesC.;Jones,KevinM.;Picon,Sylvain;Rawling,MichaelJ.;Kariuki,BensonM.;Campbell,Matthew;Tomkinson,NicholasC.O.[JournaloftheAmericanChemicalSociety,2010,vol.132,#41,p.14409-14411]

[2]Yuan,Changxia;Axelrod,Abram;Varela,Michael;Danysh,Laura;Siegel,Dionicio[TetrahedronLetters,2011,vol.52,#20,p.2540-2542]

[3]Alamillo-Ferrer,Carla;Davidson,StuartC.;Rawling,MichaelJ.;Theodoulou,NatalieH.;Campbell,Matthew;Humphreys,PhilipG.;Kennedy,AlanR.;Tomkinson,NicholasC.O.[OrganicLetters,2015,vol.17,#20,p.5132-5135]

4441-56-9    655-48-1   
(±)-(4RS,5RS)-2-cyclohexyl-4,5-diphenyl-1,3,2-dioxaborolane 

[1]Hoyt,AmandaL.;Blakemore,PaulR.[TetrahedronLetters,2015,vol.56,#23,p.2980-2982]

4119-41-9    655-48-1   
(±)-(4RS,5RS)-4,5-diphenyl-3-phenpropyl-1,3,2-dioxaborolane 

[1]Hoyt,AmandaL.;Blakemore,PaulR.[TetrahedronLetters,2015,vol.56,#23,p.2980-2982]

Literature

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Journal: Organic & biomolecular chemistry 20120328

Title: Effects of Litchi chinensis fruit isolates on prostaglandin E(2) and nitric oxide production in J774 murine macrophage cells.

Journal: BMC complementary and alternative medicine 20120101

Title: Methods for determination of all binding parameters in systems with simultaneous borate and cyclodextrin complexation.

Journal: Journal of chromatography. A 20111007

Title: Morphological modification of nanostructured ultrathin-layer chromatography stationary phases.

Journal: Journal of chromatography. A 20111007

Title: Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution.

Journal: Angewandte Chemie (International ed. in English) 20110822

Title: 2,4,5-Triphenyl-1,3,2-dioxa-phospho-lan-2-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: SERS chiral recognition and quantification of enantiomers through cyclodextrin supramolecular complexation.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20110606

Title: Chiral selectivity of guanosine media in capillary electrophoresis.

Journal: Electrophoresis 20110601

Title: Chiral micellar electrokinetic chromatography-atmospheric pressure photoionization of benzoin derivatives using mixed molecular micelles.

Journal: Electrophoresis 20110501

Title: Directed ortho,ortho'-dimetalation of hydrobenzoin: Rapid access to hydrobenzoin derivatives useful for asymmetric synthesis.

Journal: Beilstein journal of organic chemistry 20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Bidirectional metalation of hydrobenzoin: direct access to new chiral ligands and auxiliaries.

Journal: Organic letters 20090507

Title: Oxidative cleavage of hydrobenzoin by ACC/silica gel under ultrasound irradiation.

Journal: Ultrasonics sonochemistry 20090101

Title: Catalytic enantioselective allyl- and crotylboration of aldehydes using chiral diol x SnCl4 complexes. optimization, substrate scope and mechanistic investigations.

Journal: Journal of the American Chemical Society 20080702

Title: Enantioselective oxidation of sulfides catalyzed by titanium complexes of 1,2-diarylethane-1,2-diols: effect of the aryl substitution.

Journal: Chirality 20080301

Title: Production, properties and application to biocatalysis of a novel extracellular alkaline phenol oxidase from the thermophilic fungus Scytalidium thermophilum.

Journal: Applied microbiology and biotechnology 20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: A structural investigation of the N-B interaction in an o-(N,N-dialkylaminomethyl)arylboronate system.

Journal: Journal of the American Chemical Society 20060201

Title: Migration behavior and enantioseparation of hydrobenzoin and structurally related compounds in capillary zone electrophoresis with a dual cyclodextrin system consisting of heptakis-(2,3-dihydroxy-6-O-sulfo)-beta-cyclodextrin and beta-cyclodextrin.

Journal: Electrophoresis 20051101

Title: Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.

Journal: Journal of medicinal chemistry 20050421

Title: Enantioseparations of hydrobenzoin and structurally related compounds in capillary zone electrophoresis using heptakis(2,3-dihydroxy-6-O-sulfo)-beta-cyclodextrin as chiral selector and enantiomer migration reversal of hydrobenzoin with a dual cyclodextrin system in the presence of borate complexation.

Journal: Electrophoresis 20040801

Title: Comparative studies on the enantioseparation of hydrobenzoin and structurally related compounds by capillary zone electrophoresis with sulfated beta-cyclodextrin as the chiral selector in the presence and absence of borate complexation.

Journal: Journal of chromatography. A 20040402

Title: Enantioseparation of benzoins and enantiomer migration reversal of hydrobenzoin in capillary zone electrophoresis with dual cyclodextrin systems and borate complexation.

Journal: Journal of chromatography. A 20040402

Title: Synthesis and characterization of carboxymethylated cyclosophoraose, and its inclusion complexation behavior.

Journal: Carbohydrate research 20040225

Title: Asymmetric reduction of benzil to (S)-benzoin with whole cells of Bacillus cereus.

Journal: Applied biochemistry and biotechnology 20031201

Title: Use of poly(sodium oleyl-L-leucylvalinate) surfactant for the separation of chiral compounds in micellar electrokinetic chromatography.

Journal: Electrophoresis 20030901

Title: Truly catalytic and enantioselective pinacol coupling of aryl aldehydes mediated by chiral Ti(III) complexes.

Journal: The Journal of organic chemistry 20030711

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Tags:655-48-1 Molecular Formula|655-48-1 MDL|655-48-1 SMILES|655-48-1 1,2-Ethanediol, 1,2-diphenyl-, (1R,2R)-rel-