Home Other Building Blocks 21193-75-9
21193-75-9,MFCD00038067
Catalog No.:AA00I3Z7

21193-75-9 | D-Galactal

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1g
95%
in stock  
$29.00   $21.00
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5g
95%
in stock  
$92.00   $64.00
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25g
97%
in stock  
$402.00   $282.00
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100g
95%
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$1,167.00   $817.00
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500g
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$4,135.00   $2,895.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00I3Z7
Chemical Name:
D-Galactal
CAS Number:
21193-75-9
Molecular Formula:
C6H10O4
Molecular Weight:
146.1412
MDL Number:
MFCD00038067
SMILES:
OC[C@H]1OC=C[C@H]([C@H]1O)O
Properties
Computed Properties
 
Complexity:
134  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
1  
XLogP3:
-1  

Downstream Synthesis Route
108-05-4    21193-75-9   
1-O-acetyl-2,6-anhydro-5-deoxy-D-arabino-hex-5-enitol 

[1]Holla,E.Wolfgang[AngewandteChemie,1989,vol.101,#2,p.222-223]

[2]Look,GaryC.;Ichikawa,Yoshitaka;Shen,Gwo-Jenn;Cheng,Pi-Wan;Wong,Chi-Huey[JournalofOrganicChemistry,1993,vol.58,#16,p.4326-4330]

[3]Bay,Sylvie;Berthier-Vergnes,Odile;Cantacuzene,Daniele[CarbohydrateResearch,1997,vol.298,#3,p.153-161]

[4]Sunasee,Rajesh;Clive,DerrickL.J.[ChemicalCommunications,2010,vol.46,#5,p.701-703]

[5]CurrentPatentAssignee:SANOFI-US5496930,1996,A

[1]Holla,E.Wolfgang[AngewandteChemie,1989,vol.101,#2,p.222-223]

[2]CurrentPatentAssignee:SANOFI-US5496930,1996,A

[1]Tanaka,Takanori;Kawabata,Hirotoshi;Hayashi,Masahiko[TetrahedronLetters,2005,vol.46,#30,p.4989-4991]

[2]Czernecki,S.;Vijayakumaran,K.;Ville,G.[JournalofOrganicChemistry,1986,vol.51,#26,p.5472-5475]

[1]TetrahedronLetters,2002,vol.43,p.4613-4615

[2]BulletinoftheChemicalSocietyofJapan,1999,vol.72,p.765-777

[3]JournaloftheAmericanChemicalSociety,2012,vol.134,p.1978-1981

[4]Organicandbiomolecularchemistry,2020,vol.18,p.1165-1184

[5]JournaloftheAmericanChemicalSociety,2019,vol.141,p.12939-12945

[6]EuropeanJournalofMedicinalChemistry,2014,vol.77,p.211-222

[7]EuropeanJournalofOrganicChemistry,2005,p.3279-3285

[8]EuropeanJournalofOrganicChemistry,2005,p.2671-2676

[9]EuropeanJournalofOrganicChemistry,2004,p.468-473

[10]JournalofOrganicChemistry,1994,vol.59,p.8256-8260

[11]GreenChemistry,2015,vol.17,p.2545-2551

[12]JournalofOrganicChemistry,2008,vol.73,p.7775-7778

[13]CarbohydrateResearch,1981,vol.98,p.25-36

[14]OrganicLetters,2012,vol.14,p.174-177

[15]Tetrahedron,2014,vol.70,p.7032-7043

[16]JournalofOrganicChemistry,2016,vol.81,p.11394-11396

[17]OrganicLetters,2009,vol.11,p.939-942

[18]Chemistry-AEuropeanJournal,2012,vol.18,p.8208-8215

[19]OrganicLetters,2015,vol.17,p.5698-5701

[1]Jacquinet[Carbohydrateresearch,1990,vol.199,#2,p.153-181]

[2]Locationinpatent:schemeortableZhong,Ming;Meng,Xiang-Bao;Li,Zhong-Jun[CarbohydrateResearch,2010,vol.345,#9,p.1099-1106]

Literature

Title: The synthesis of 2-deoxy-α-D-glycosides from D-glycals catalyzed by TMSI and PPh3.

Journal: Carbohydrate research 20120901

Title: Measurement of the activity of individual subunits of single molecules of the tetrameric enzyme β-galactosidase.

Journal: Analytical chemistry 20120515

Title: Sequential directed epoxydation-acidolysis from glycals with MCPBA. A flexible approach to protected glycosyl donors.

Journal: The Journal of organic chemistry 20111202

Title: Convergent synthesis of the tetrasaccharide repeating unit corresponding to the O-antigen of the verotoxin-producing Escherichia coli O176.

Journal: Glycoconjugate journal 20111201

Title: Stereodivergent synthesis of diastereoisomeric carba analogs of glycal-derived vinyl epoxides: a new access to carbasugars.

Journal: Chirality 20111001

Title: A short and highly efficient synthesis of L-ristosamine and L-epi-daunosamine glycosides.

Journal: Organic letters 20110218

Title: Stereoselective C-glycosidations with achiral and enantioenriched allenylsilanes.

Journal: Organic letters 20101015

Title: Synthesis of gamma-aminobutyric acid analogs based on carbohydrate scaffolds.

Journal: Carbohydrate research 20100616

Title: Regio- and stereocontrolled selective debenzylation and substitution reactions of C-2 formyl glycals. Application in the synthesis of constrained beta-sugar amino acids.

Journal: The Journal of organic chemistry 20090807

Title: Attempts to improve the overall stereoselectivity of the Ireland-Claisen rearrangement.

Journal: Organic letters 20090115

Title: Synthesis and self-assembly of glycal-based bolaforms.

Journal: The Journal of organic chemistry 20081121

Title: The use of tri-O-acetyl-D-glucal and -D-galactal in the synthesis of omega-aminoalkyl 2-deoxy- and 2,3-dideoxy-d-hexopyranosides.

Journal: Carbohydrate research 20081013

Title: Synthesis of new 2-phosphono-alpha-D-glycoside derivatives by stereoselective oxa-Michael addition to a D-galacto derived enone.

Journal: Carbohydrate research 20080519

Title: 2-Nitroglycals: versatile intermediates for efficient and highly stereoselective base-catalyzed glycoside bond formations.

Journal: Nature protocols 20080101

Title: Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides.

Journal: Carbohydrate research 20070702

Title: Glycal glycosylation and 2-nitroglycal concatenation, a powerful combination for mucin core structure synthesis.

Journal: The Journal of organic chemistry 20070608

Title: Synthesis of a sialic acid alpha(2-3) galactose building block and its use in a linear synthesis of sialyl Lewis X.

Journal: Organic letters 20070426

Title: Direct epoxidation of D-glucal and D-galactal derivatives with in situ generated DMDO.

Journal: Carbohydrate research 20061127

Title: Antiproliferation and apoptosis induced by C-glycosides in human leukemia cancer cells.

Journal: Bioorganic & medicinal chemistry letters 20060815

Title: Superoxide dismutase-like activity of cobalt(II) complexes based on a sugar platform.

Journal: Chemical communications (Cambridge, England) 20051121

Title: Protic acid (HClO4 supported on silica gel)-mediated synthesis of 2,3-unsaturated-O-glucosides and a chiral furan diol from 2,3-glycals.

Journal: The Journal of organic chemistry 20040903

Title: Reinvestigation of the mercuration-demercuration reaction on alkylated glycals: an improved method for the preparation of 2,3-dideoxy-alpha,beta-unsaturated carbohydrate enals.

Journal: Carbohydrate research 20040802

Title: A novel sulfonamidoglycosylation of glycals.

Journal: Organic letters 20031113

Title: Synthetic studies towards the tunicamycins and analogues based on diazo chemistry. Total synthesis of tunicaminyl uracil.

Journal: Organic & biomolecular chemistry 20031107

Title: Totally stereoselective synthesis of 1,3-disaccharides through Diels-Alder reactions.

Journal: The Journal of organic chemistry 20031031

Title: The use of tri-O-acetyl-D-glucal and -D-galactal in the synthesis of 3-acetamido-2,3-dideoxyhexopyranoses and -hexopyranosides.

Journal: Carbohydrate research 20021105

Title: Addition of malonyl radicals to glycals with C-1 acceptor groups: remarkable influence of the substituents on the product distribution.

Journal: Chemical communications (Cambridge, England) 20020621

Title: Higher acyclic nitrogen containing deoxy sugar derivatives: a new lead in the generation of antimycobacterial chemotherapeutics.

Journal: Bioorganic & medicinal chemistry 20020601

Title: [Clinical and experimental study of shuangcao tuihuang granule-1 in treating severe jaundice of acute icterohepatitis].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20010901

Title: Protection of pig kidney (PK15) cells from the cytotoxic effect of anti-pig antibodies by alpha-galactosyl oligosaccharides.

Journal: Transplantation 19940327

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Tags:21193-75-9 Molecular Formula|21193-75-9 MDL|21193-75-9 SMILES|21193-75-9 D-Galactal