1,2-O-Isopropylidene-alpha-D-xylofuranose - CAS 20031-21-4

Catalog:	BB015465
Product Name:	1,2-O-Isopropylidene-alpha-D-xylofuranose
CAS:	20031-21-4
Synonyms:	1,2-O-(1-methylethylidene)-α-D-xylofuranose; 1,2-Di-O-isopropylidene-α-D-xylofuranose; 1,2-O-Isopropylidene-D-xylofuranose

Catalog	Size	Price	Stock	Quantity
BB015465	50 g	$199	In stock

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Technical Data

IUPAC Name:	(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
Description:	1,2-O-Isopropylidene-alpha-D-xylofuranose is an intermediate used in the synthesis of C-glycosides ribosyl-acid and ribosyl-aldehyde.
Molecular Weight:	190.19
Molecular Formula:	C8H14O5
Canonical SMILES:	CC1(OC2C(C(OC2O1)CO)O)C
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
Boiling Point:	333.0±37.0°C at 760 mmHg
Melting Point:	48-51°C
Purity:	≥95%
Density:	1.267 g/cm³
Solubility:	Soluble in Methanol (Slightly), Water (Slightly)
Appearance:	White to Off-white Solid
Storage:	Store at -20°C
MDL:	MFCD00063295
LogP:	-0.78400

GHS Hazard Statement:	H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement:	P264, P270, P301+P312, P330, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-112661802-A	Synthetic method of 3' -methoxyguanosine	20210125
WO-2021013234-A1	Cyclic dinucleotides as sting agonists	20190725
US-2021015941-A1	Antibody-sting agonist conjugates and their use in immunotherapy	20190719
US-11033635-B2	Antibody-STING agonist conjugates and their use in immunotherapy	20190719
US-2021290774-A1	Antibody-sting agonist conjugates and their use in immunotherapy	20190719

PMID	Publication Date	Title	Journal
21641208	20110701	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
19362711	20090612	A short and practical synthesis of two Hagen's gland lactones	Carbohydrate research
19049348	20081225	Novel D-xylose derivatives stimulate muscle glucose uptake by activating AMP-activated protein kinase alpha	Journal of medicinal chemistry
17999530	20071207	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
16958515	20060915	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

Complexity:	205
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	4
Defined Bond Stereocenter Count:	0
Exact Mass:	190.08412354
Formal Charge:	0
Heavy Atom Count:	13
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	190.08412354
Rotatable Bond Count:	1
Topological Polar Surface Area:	68.2 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.4