CAS 3945-18-4

3,4-Di-O-acetyl-L-arabinal

Description:

3,4-Di-O-acetyl-L-arabinal is a chemical compound that belongs to the class of carbohydrates, specifically a derivative of L-arabinose. It is characterized by the presence of two acetyl groups attached to the hydroxyl groups at the 3 and 4 positions of the L-arabinose sugar backbone. This modification enhances its stability and solubility in organic solvents compared to its parent sugar. The compound is typically a white to off-white crystalline solid and is soluble in polar organic solvents. Its structure allows for various applications in organic synthesis and carbohydrate chemistry, particularly in the development of glycosides and other derivatives. The acetylation also influences its reactivity, making it useful in synthetic pathways. As with many carbohydrate derivatives, it may exhibit biological activity, although specific biological properties would depend on the context of its use. Safety data should be consulted for handling and storage, as with all chemical substances.

Formula: C₉H₁₂O₅

InChI: InChI=1S/C9H12O5/c1-6(10)13-8-3-4-12-5-9(8)14-7(2)11/h3-4,8-9H,5H2,1-2H3/t8-,9+/m1/s1

InChI key: InChIKey=OWKCFBYWQGPLSJ-BDAKNGLRSA-N

SMILES: O(C(C)=O)[C@H]1[C@@H](OC(C)=O)COC=C1

Synonyms:

• 2,3-di-O-acetyl-1,5-anhydro-4-deoxy-D-erythro-pent-4-enitol
• 3,4-Di-O-acetyl-<span class="text-smallcaps">L</span>-arabinal
• <span class="text-smallcaps">D</span>-erythro-Pent-4-enitol, 1,5-anhydro-4-deoxy-, 2,3-diacetate
• <span class="text-smallcaps">D</span>-erythro-Pent-4-enitol, 1,5-anhydro-4-deoxy-, diacetate
• <span class="text-smallcaps">L</span>-Arabinal 3,4-diacetate
• <span class="text-smallcaps">L</span>-erythro-Pent-1-enopyranose, 1,2-dideoxy-, diacetate
• Arabinal, 3,4-diacetate, <span class="text-smallcaps">L</span>-
• L-Arabinal 3,4-diacetate
• D-erythro-Pent-4-enitol, 1,5-anhydro-4-deoxy-, 2,3-diacetate
• Arabinal, 3,4-diacetate, L-
• L-erythro-Pent-1-enopyranose, 1,2-dideoxy-, diacetate

(3S,4R)-3,4-Dihydro-2H-pyran-3,4-diyl diacetate

CAS: 3945-18-4

(3S,4R)-3,4-Dihydro-2H-pyran-3,4-diyl diacetate

Purity: 95%

Molecular weight: 200.19g/mol

Ref: 54-OR1046633

3,4-Di-O-acetyl-L-arabinal

CAS: 3945-18-4

Ref: 7W-GC6390

3,4-Di-O-acetyl-L-arabinal

CAS: 3945-18-4

3,4-Di-O-acetyl-L-arabinal is a synthetic compound that belongs to the class of monofluorides. It has been synthesized from l-arabinose by a stereoselective process, with triflic acid as the catalyst and propargylation as the key step. The synthetic pathway starts from an acid hydrolysis of L-arabinose to yield 3,4-di-O-acetyl-L-arabinonic acid. This acid is then converted to 3,4 diacetyl L arabinonic acid with acetic anhydride and acetic acid in the presence of triethylamine. The final product is then obtained by reacting this intermediate with 1 equivalent of sodium fluoride in tetrahydrofuran (THF) using catalytic reduction with sodium borohydride at 0 °C. The major advantage of this synthetic process is that it provides two stereoisomers: (

Formula: C₉H₁₂O₅

Purity: Min. 95%

Color and Shape: Yellow Clear Liquid

Molecular weight: 200.19 g/mol

Ref: 3D-MD06474