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Home Other Building Blocks 1,2-O-Isopropylidene-alpha-d-xylofuranose

1,2-O-Isopropylidene-alpha-d-xylofuranose

CAS No.:
20031-21-4
Catalog Number:
AG002COM
Molecular Formula:
C8H14O5
Molecular Weight:
190.1938
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$19
- +
5g
95%
In Stock USA
United States
$29
- +
Product Description
Catalog Number:
AG002COM
Chemical Name:
1,2-O-Isopropylidene-alpha-d-xylofuranose
CAS Number:
20031-21-4
Molecular Formula:
C8H14O5
Molecular Weight:
190.1938
MDL Number:
MFCD00063295
IUPAC Name:
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
InChI:
InChI=1S/C8H14O5/c1-8(2)12-6-5(10)4(3-9)11-7(6)13-8/h4-7,9-10H,3H2,1-2H3/t4-,5+,6-,7-/m1/s1
InChI Key:
JAUQZVBVVJJRKM-XZBKPIIZSA-N
SMILES:
OC[C@H]1O[C@H]2[C@@H]([C@H]1O)OC(O2)(C)C
Properties
Complexity:
205  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
190.084g/mol
Formal Charge:
0
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
190.195g/mol
Monoisotopic Mass:
190.084g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
68.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4  
Literature
Title Journal
Efficient synthesis, structural characterization and anti-microbial activity of chiral aryl boronate esters of 1,2-O-isopropylidene-α-D-xylofuranose. Bioorganic & medicinal chemistry letters 20110701
A short and practical synthesis of two Hagen's gland lactones. Carbohydrate research 20090612
Novel D-xylose derivatives stimulate muscle glucose uptake by activating AMP-activated protein kinase alpha. Journal of medicinal chemistry 20081225
Synthesis of highly condensed polycyclic carbohydrates by reaction of a spirocyclic enamino sulfonate derived from d-xylofuranose with bifunctional reagents. The Journal of organic chemistry 20071207
A cyclic enamine derived from 1,2-O-isopropylidene-alpha-D-xylofuranose as a novel carbohydrate intermediate to achieve skeletal diversity. The Journal of organic chemistry 20060915
Properties