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582-52-5

582-52-5 | Diacetone-d-Glucose

CAS No: 582-52-5 Catalog No: AG0038N8 MDL No:MFCD00005544

Product Description

Catalog Number:
AG0038N8
Chemical Name:
Diacetone-d-Glucose
CAS Number:
582-52-5
Molecular Formula:
C12H20O6
Molecular Weight:
260.2836
MDL Number:
MFCD00005544
IUPAC Name:
(3aR,5S,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
InChI:
InChI=1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1
InChI Key:
KEJGAYKWRDILTF-JDDHQFAOSA-N
SMILES:
O[C@H]1[C@H](O[C@H]2[C@@H]1OC(O2)(C)C)[C@H]1COC(O1)(C)C
EC Number:
209-486-0
UNII:
R3P8TN410C

Properties

Complexity:
342  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
260.126g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
260.286g/mol
Monoisotopic Mass:
260.126g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
66.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0

Literature

Title Journal
On Moffatt dehydration of glucose-derived nitro alcohols. Carbohydrate research 20120301
Biocatalytic route to sugar-PEG-based polymers for drug delivery applications. Biomacromolecules 20111010
Large scale isolation of 1,2:3,4-di-O-isopropylidene-α-D-glucoseptanose and 2,3:4,5-di-O-isopropylidene-β-D-glucoseptanose. Carbohydrate research 20110401
Glycosylated zinc(II) phthalocyanines as efficient photosensitisers for photodynamic therapy. Synthesis, photophysical properties and in vitro photodynamic activity. Organic & biomolecular chemistry 20080621
Highly photocytotoxic glucosylated silicon(IV) phthalocyanines. Effects of peripheral chloro substitution on the photophysical and photodynamic properties. Journal of medicinal chemistry 20070503
Enantioselective epoxidation of non-functionalized alkenes using carbohydrate based salen-Mn(III) complexes. Carbohydrate research 20070205
Stereospecific synthesis of chiral caprolactone monomers from D-glucose. Carbohydrate research 20030314
Large-scale preparation of the phytoalexin elicitor glucohexatose and its application as a green pesticide. Journal of agricultural and food chemistry 20030212
Synthesis of gallotannins. Carbohydrate research 20011015
Synthesis of 6-deoxy-L-idose and L-acovenose from 1,2: 5,6-di-O-isopropylidene-alpha-D-glucofuranose. Carbohydrate research 20010423

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