N-Acetyl-D-glucosamine

• CAS: 7512-17-6
• Catalog Number: ACM7512176
• Category: Material of Cosmetics
• Molecular Weight: 221.21
• Molecular Formula: C8H15NO6
• Synonyms: 2-Acetamido-2-deoxy-D-glucopyranose
• IUPAC Name: N-[(3R,4R,5S,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• SMILES: CC(=O)NC1C(C(C(OC1O)CO)O)O
• InChI: InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1
• InChI Key: OVRNDRQMDRJTHS-RTRLPJTCSA-N
• Boiling Point: 636.4±55.0 °C
• Melting Point: 211 °C(lit.)
• Flash Point: 338.7 °C
• Density: 1.54 g/cm³
• Solubility: Insoluble in water
• Appearance: Solid
• Storage: -20 °C
• Complexity: 235
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 4
• Exact Mass: 221.08993720
• Heavy Atom Count: 15
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)CO)O)O
• Monoisotopic Mass: 221.08993720
• Physical State: Beige powder
• pKa: 13.04±0.20(Predicted)
• Refractive Index: 1.541
• Solubility In Water: Insoluble
• Storage Conditions: -20 °C
• Topological Polar Surface Area: 119 Ų

Synthetic Use

Upstream Synthesis Route 1

• 110-86-1
• 14131-64-7
• 373-02-4

• 7512-17-6

Reference: [1]Nature,1958,vol. 182,p. 1159 - 1160

Downstream Synthesis Route 1

• 7512-17-6
• 57-50-1

• 84039-32-7
• 470-69-9
• 13133-07-8

Reference: [1] Carbohydrate Research, 2012, vol. 353, p. 27 - 32

Downstream Synthesis Route 2

• 7512-17-6
• 100-51-6

• 13343-62-9

Reference: [1] Journal of Organic Chemistry, 2010, vol. 75, # 10, p. 3515 - 3517

Downstream Synthesis Route 3

• 7512-17-6
• 100-51-6

• 13343-62-9

Reference: [1] Organic Letters, 2011, vol. 13, # 19, p. 5306 - 5309
[2] Liebigs Annalen der Chemie, 1991, # 12, p. 1291 - 1300
[3] Justus Liebigs Annalen der Chemie, 1958, vol. 611, p. 236,239
[4] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 11, p. 2989 - 2995
[5] Organic and Biomolecular Chemistry, 2009, vol. 7, # 6, p. 1203 - 1210

Downstream Synthesis Route 4

• 110-86-1
• 7512-17-6
• 373-02-4

• 3615-17-6

Reference: [1]Journal of the American Chemical Society,1959,vol. 81,p. 2403

Downstream Synthesis Route 5

• 110-86-1
• 7512-17-6

• 59445-85-1
• 63535-27-3
• 10293-57-9

Reference: [1]Chemische Berichte,1957,vol. 90,p. 264,273

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