3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol

Basic Information

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CAS Number

2873-29-2

Molecular Formula

C12H16O7

Molecular Weight

272.25 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

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

53.0 to 56.0 deg-C

Boiling Point

343.1°C at 760 mmHg

Water Solubility

Soluble in chloroform and ethanol. Insoluble in water.

Flash Point

>230 °F

Refractive Index

1.4455 (estimate)

Specific Rotation

-22.0° - -28.0° (c=1, MeOH)

SMILES

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CC(=O)OCC1C(C(C=CO1)OC(=O)C)OC(=O)C

InChI

InChI=1S/C12H16O7/c1-7(13)17-6-11-12(19-9(3)15)10(4-5-16-11)18-8(2)14/h4-5,10-12H,6H2,1-3H3/t10-,11-,12+/m1/s1

InChIKey

LLPWGHLVUPBSLP-UTUOFQBUSA-N

LogP

0.3253999999999997

Topological Polar Surface Area

88.13 Å²

Hydrogen Bond Donor/Acceptor

0 / 7

Complexity

388

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

tri-O-acetyl-glucal
TS-00913
3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol
(2R,3S,4R)-2-(acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate
T1596
SR-01000632917-1
3685-88-9
Tri-O-acetyl-D-glucal, 98%
EN300-311981
HMS1664N10
HY-34628
[(2R,3S,4R)-3,4-diacetoxy-3,4-dihydro-2H-pyran-2-yl]methyl acetate;Tri-O-acetyl-D-glucal
C12H16O7
MFCD00063253
CS-0020143
Tri-O-acetylglucal
1,2-Dideoxy-3,4,6-tri-O-acetyl-D-arabino-1-hexenopyranose
3,4,6-tri-O-Acetyl-D-glucal
AKOS015919129
D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, 3,4,6-triacetate
CCG-42963
NS00083654
arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetate
2873-29-2
LLPWGHLVUPBSLP-UTUOFQBUSA-N
[(2R,3S,4R)-3,4-bis(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate
[(2R,3S,4R)-3,4-diacetyloxy-3,4-dihydro-2H-pyran-2-yl]methyl acetate
Tri-O-acetyl-D-glucal
AKOS015924784
1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol 3,4,6-Tri-O-acetyl Ether
SCHEMBL62522

MDL Number

MFCD00063253

Customs Code

29329995

FAQ

What is 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2)?

3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2) is a glycoside derivative of D-glucose, characterized by acetyl groups on the 3, 4, and 6 hydroxyl positions. It is a white crystalline solid with high solubility in polar solvents. This compound is commonly used as a protecting group in carbohydrate chemistry due to its stability and reactivity.

What are the main uses of 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2)?

3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2) is primarily utilized in pharmaceutical research for synthesizing complex carbohydrates and glycoconjugates. It serves as an intermediate in drug development, particularly in antibiotics and antifungal compounds. Additionally, it is employed in analytical chemistry and as a reference standard in research laboratories.

Is 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2) safe?

3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2) is generally considered safe when handled properly. It has low acute toxicity but should be avoided in high concentrations. Use gloves and ensure good ventilation during handling. Safety data sheets (SDS) recommend standard lab precautions, and it is not classified as hazardous under typical exposure conditions.

How should 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2) be stored?

Store 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol (CAS: 2873-29-2) in a cool, dry place, ideally at 2-8°C, to maintain stability. Protect from light and moisture, using airtight containers or desiccators. Ensure proper ventilation and avoid exposure to heat or humidity to prevent degradation or contamination.