Alpha-D-methylglucoside

• CAS: 97-30-3
• Catalog Number: ACM97303
• Category: Other Products
• Molecular Weight: 194.18
• Molecular Formula: C7H14O6
• Synonyms: Methyl hexopyranoside
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• Canonical SMILES: COC1C(C(C(C(O1)CO)O)O)O
• InChI: InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7+/m1/s1
• InChI Key: HOVAGTYPODGVJG-ZFYZTMLRSA-N
• Boiling Point: 200 °C/0.2 mmHg
• Melting Point: 169-171 °C(lit.)
• Flash Point: 189.1 °C
• Density: 1.46 g/cm³
• Appearance: Fine crystalline powder
• Storage: Inert atmosphere, room temperature
• Complexity: 163
• Exact Mass: 194.07903816
• Isomeric SMILES: CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Monoisotopic Mass: 194.07903816
• pKa: 13.71 (25°C)
• Refractive Index: 157.5 ° (C=10, H₂O)
• Topological Polar Surface Area: 99.4 Ų

Synthetic Use

Downstream Synthesis Route 1

• 97-30-3

• 32449-92-6

Reference: [1] Chemistry and Industry (London, United Kingdom), 1951, p. 970
[2] Helvetica Chimica Acta, 1949, vol. 32, p. 2165,2168
[3] Patent: US2683150, 1950, ,

Downstream Synthesis Route 2

• 97-30-3

• 81058-27-7
• 3282-30-2

Reference: [1] Patent: US2016/2276, 2016, A1,

Downstream Synthesis Route 3

• 97-30-3

• 13096-62-3

Reference: [1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 7, p. 2136 - 2144
[2] Synthetic Communications, 2015, vol. 45, # 12, p. 1457 - 1470
[3] Organic Letters, 2016, vol. 18, # 18, p. 4488 - 4490
[4] Chemistry - A European Journal, 2016, vol. 22, # 44, p. 15913 - 15920
[5] Journal of Carbohydrate Chemistry, 2016, vol. 35, # 8-9, p. 445 - 454

Downstream Synthesis Route 4

• 108-24-7
• 97-30-3

• 604-70-6

Reference: [1]Lee, Jason K.; Bain, Alex D.; Berti, Paul J.
[Journal of the American Chemical Society, 2004, vol. 126, # 12, p. 3769 - 3776]

Downstream Synthesis Route 5

• 76-83-5
• 97-30-3

• 18311-26-7

Reference: [1]Shoshan, Michal S.; Vonderach, Thomas; Hattendorf, Bodo; Wennemers, Helma
[Angewandte Chemie - International Edition, 2019, vol. 58, # 15, p. 4901 - 4905][Angew. Chem., 2019, vol. 131, # 15, p. 4955 - 4959,5]

Downstream Synthesis Route 6

• 98-88-4
• 97-30-3

• 26927-44-6

Reference: [1]Dong, Hai; Feng, Guang-Jing; Luo, Tao; Lv, Jian; Yu, Jian-Cheng
[Green Chemistry, 2020, vol. 22, # 20, p. 6936 - 6942]

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