Diacetone-D-glucose

• CAS: 582-52-5
• Catalog Number: ACM582525
• Category: Other Products
• Molecular Weight: 260.28
• Molecular Formula: C12H20O6
• Synonyms: 1,2:5,6-Diisopropylidene-D-glucose
• IUPAC Name: (3aR,5S,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• SMILES: CC1(OC[C@@H](O1)[C@@H]2[C@@H]([C@@H]3[C@H](O2)OC(O3)(C)C)O)C
• InChI: InChI=1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1
• InChI Key: KEJGAYKWRDILTF-JDDHQFAOSA-N
• Melting Point: 107-113 °C
• Density: 1.14 g/ml
• Appearance: White powder
• pKa: 13.15±0.60
• Refractive Index: -18.5 ° (C=5, H₂O)
• Solubility In Water: Sligthly

Synthetic Use

Upstream Synthesis Route 1

• 2847-00-9

• 2595-05-3
• 582-52-5

Reference: [1] Journal of Organic Chemistry, 2007, vol. 72, # 17, p. 6353 - 6363

Upstream Synthesis Route 2

• 50-99-7

• 582-52-5

Reference: [1]Raghavendra; Tadiparthi, Krishnaji; Yadav
[Carbohydrate Research, 2017, vol. 442, p. 17 - 19]

Downstream Synthesis Route 1

• 582-52-5

• 2595-05-3

Reference: [1] Tetrahedron Letters, 2006, vol. 47, # 34, p. 6041 - 6044

Downstream Synthesis Route 2

• 124-63-0
• 582-52-5

• 5450-26-0

Reference: [1]Sun, King Mo; Fraser-Reid, Bert
[Synthesis, 1982, # 1, p. 28 - 29]

Downstream Synthesis Route 3

• 98-59-9
• 582-52-5

• 3253-75-6

Reference: [1]Singha; Tripathi; Roy; Achari; Mandal
[Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 10, p. 919 - 924]

* For details of the synthesis route, please refer to the original source to ensure accuracy.