(3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside

Basic Information

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CAS Number

151870-74-5

Molecular Formula

C10H16O8

Molecular Weight

264.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Powder

SMILES

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C1C(COC1=O)OC2C(C(C(C(O2)CO)O)O)O

InChI

InChI=1S/C10H16O8/c11-2-5-7(13)8(14)9(15)10(18-5)17-4-1-6(12)16-3-4/h4-5,7-11,13-15H,1-3H2/t4-,5-,7-,8+,9-,10-/m1/s1

InChIKey

MQEPWBMWFIVRPS-ZGSHZZHUSA-N

LogP

-2.881599999999999

Topological Polar Surface Area

125.68000000000002 Å²

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

308

Safety Information

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Storage Conditions

-20℃

Synonyms & References

English

(+)-Kinsenoside
(4R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY}OXOLAN-2-ONE
MFCD11100290
MS-23724
BDBM50565474
(3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside
Kinsenoside
AC-34368
151870-74-5
CS-0019620
3-(r)-beta-d-glucopyranosyloxybutanolide
CHEBI:188580
EX-A5530
2(3H)-Furanone, 4-(.beta.-D-glucopyranosyloxy)dihydro-, (R)-
HY-N2292
(4R)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one
(R)-4-(((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)dihydrofuran-2(3H)-one
AKOS040756468
Kinsenoside;(+)-Kinsenoside
CHEMBL4781365
SCHEMBL17223622
DTXSID20164895
2(3H)-Furanone, 4-(b-D-glucopyranosyloxy)dihydro-,(4R)-
goodyeroside
(4R)-4-(beta-D-Glucopyranosyloxy)dihydro-2(3H)-furanone

MDL Number

MFCD11100290

FAQ

What are the physical and chemical properties of (3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5)?

(3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5) is a white crystalline solid with a molecular weight of approximately 282.27 g/mol. It is slightly soluble in water and has a high solubility in ethanol. Chemically, it is stable under normal conditions but can react with strong acids and bases. Its reactivity is moderate, with potential for hydrolysis under certain conditions.

How is (3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5) typically synthesized?

(3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5) can be synthesized through a series of chemical reactions, including aldol condensation, reduction, and glycosylation. Commonly, this compound is synthesized using sodium borohydride for reduction and an acceptor such as 4-nitrobenzaldehyde for the aldol condensation step. The yield is generally around 70-80%, and the reaction is typically performed in a neutral to slightly basic environment.

What industries use (3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5)?

(3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5) is primarily used in the pharmaceutical industry for drug development. It can also be used in the production of certain polymers and as a chemical intermediate in the development of new materials. Additionally, its unique structure makes it useful in the field of chemical sensors and semiconductors.

What precautions should be taken when handling (3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5)?

When handling (3R)-5-Oxotetrahydro-3-furanyl beta-D-glucopyranoside (CAS: 151870-74-5), it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Handle in a well-ventilated area or a fume hood. Store in a cool, dry place away from direct sunlight. In case of spill, neutralize with an appropriate reagent and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for comprehensive safety information.