Cas no 81058-26-6 (Penta-O-pivaloyl-b-D-glucopyranose)

Penta-O-pivaloyl-b-D-glucopyranose structure
81058-26-6 structure
Product Name:Penta-O-pivaloyl-b-D-glucopyranose
CAS No:81058-26-6
MF:C31H52O11
MW:600.737991333008
CID:2359966
PubChem ID:10941025
Update Time:2024-10-27

Penta-O-pivaloyl-b-D-glucopyranose Chemical and Physical Properties

Names and Identifiers

    • β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate)
    • (2S,3R,4S,5R,6R)-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate)
    • 1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose
    • PLXCBOJERHYNCS-ADAARDCZSA-N
    • b-D-Glucopyranose, pentakis(2,2-dimethylpropanoate)
    • 1,2,3,4,6-penta-O-pivaloyl-beta-D-glucopyranose
    • 1-O,2-O,3-O,4-O,6-O-Pentapivaloyl-beta-D-glucopyranose
    • [(2R,3R,4S,5R,6S)-3,4,5,6-Tetrakis(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
    • β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate) (9CI)
    • Penta-O-pivaloyl-β-D-glucopyranose
    • SCHEMBL6234811
    • CS-15046
    • 1,2,3,4,6-Pentakis(2,2-dimethylpropanoate) ss-D-Glucopyranose
    • C13002
    • 81058-26-6
    • (2S,3R,4S,5R,6R)-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayltetrakis(2,2-dimethylpropanoate)
    • Penta-O-pivaloyl--D-glucopyranose
    • penta-O-pivaloyl-beta-d-glucopyranose
    • CS-M3451
    • AKOS030528116
    • Penta-O-pivaloyl-b-D-glucopyranose
    • Inchi: 1S/C31H52O11/c1-27(2,3)22(32)37-16-17-18(39-23(33)28(4,5)6)19(40-24(34)29(7,8)9)20(41-25(35)30(10,11)12)21(38-17)42-26(36)31(13,14)15/h17-21H,16H2,1-15H3/t17-,18-,19+,20-,21+/m1/s1
    • InChI Key: PLXCBOJERHYNCS-ADAARDCZSA-N
    • SMILES: O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1COC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O

Computed Properties

  • Exact Mass: 600.35096247g/mol
  • Monoisotopic Mass: 600.35096247g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 11
  • Heavy Atom Count: 42
  • Rotatable Bond Count: 16
  • Complexity: 1010
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 7.6
  • Topological Polar Surface Area: 141

Penta-O-pivaloyl-b-D-glucopyranose Pricemore >>

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Penta-O-pivaloyl-b-D-glucopyranose Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Chloroform ;  10 min, rt; rt
Reference
Synthesis of 4-phenyl-1-[2,3,4,6-tetrakis-O-(2,2-dimethyl-1-oxopropyl)-β-D-glucopyranosyl]-1H-1,2,3-triazole
Zhou, Guo-bin; et al, Shandong Keji Daxue Xuebao, 2007, 26(4), 51-53

Production Method 2

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Chloroform
Reference
A novel synthesis of protected glucose intermediates
Becker, D.; et al, Tetrahedron Letters, 1992, 33(33), 4775-8

Production Method 3

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Chloroform ;  rt
Reference
Synthesis of 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl isothiocyanate
Zhou, Guo-bin; et al, Shandong Keji Daxue Xuebao, 2006, 25(4), 60-62

Production Method 4

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Chloroform ;  30 min, rt; 10 d, rt
Reference
Design, synthesis and characterization of a new chiral Schiff base ligand and its Cu(II) complexes
Guan, Yue-qing; et al, Shandong Keji Daxue Xuebao, 2008, 27(5), 81-84

Production Method 5

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Chloroform ;  10 d, rt
Reference
Stereoselective synthesis of α-amino acids from O-pivaloyl-D-glucopyranosylaldimine
Zhou, Guobin; et al, Organic Preparations and Procedures International, 2005, 37(1), 65-73

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium acetate Solvents: Acetonitrile ;  30 min, 60 °C
1.2 12 h, 80 °C
Reference
Per-O-acylation of glycans using in situ generated acid anhydride
Singhamahapatra, Anadi; et al, Trends in Carbohydrate Research, 2013, 5(3), 39-43

Production Method 7

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Chloroform
Reference
Synthesis and utilization of saccharide intermediates
Becker, D.; et al, Carbohydrate Research, 1993, 248, 129-41

Penta-O-pivaloyl-b-D-glucopyranose Raw materials

Penta-O-pivaloyl-b-D-glucopyranose Preparation Products

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