BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE
- Product Name
- BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE
- CAS No.
- 13343-62-9
- Chemical Name
- BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE
- Synonyms
- α-D-GlcNAc-1→OCH2Ph;N-((2S,3R,4R,5S,6R);Benzyl N-acetyl-α-D-glucosaminide;Benzyl-2-caetamido-2-deoxy-α-D-glucopyranoside;BENZYL 2-ACETAMIDO-2-DEOXY-A-D-GLUCOPYRANOSIDE;Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside;BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE;BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE;BENZYL-2-ACETAMIDO-2-DESOXY-ALPHA-D-GLUCOPYRANOSIDE;Benzyl 2-(acetylamino)-2-deoxy-alpha-D-glucopyranoside
- CBNumber
- CB6130121
- Molecular Formula
- C15H21NO6
- Formula Weight
- 311.33
- MOL File
- 13343-62-9.mol
BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE Property
- Melting point:
- 183-185°C
- Boiling point:
- 594.9±50.0 °C(Predicted)
- Density
- 1.34±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 12.98±0.70(Predicted)
- color
- White
- optical activity
- Consistent with structure
- CAS DataBase Reference
- 13343-62-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 29389090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B212540
- Product name
- Benzyl2-Acetamido-2-deoxy-α-D-glucopyranoside
- Packaging
- 1g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- B1077-90Z
- Product name
- Benzyl 2-Acetamido-2-deoxy-a-D-glucopyranoside
- Packaging
- 2.5g
- Price
- $446
- Updated
- 2021/12/16
- Product number
- 292755
- Product name
- Benzyl 2-acetamido-2-deoxy-a-D-glucopyranoside
- Packaging
- 1g
- Price
- $639
- Updated
- 2021/12/16
- Product number
- MB06656
- Product name
- Benzyl 2-acetamido-2-deoxy-a-D-glucopyranoside
- Packaging
- 25g
- Price
- $725
- Updated
- 2021/12/16
- Product number
- CRB0000661
- Product name
- 2-ACETAMIDO-2-DEOXY-3-O-METHYL-D-GLUCOPYRANOSIDE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $728.85
- Updated
- 2021/12/16
BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE Chemical Properties,Usage,Production
Chemical Properties
White Powder
Uses
Phenylmethyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside is a class of biochemical reagents used in glycobiology research. Glycobiology studies the structure, synthesis, biology, and evolution of sugars. It involves carbohydrate chemistry, enzymology of glycan formation and degradation, protein-glycan recognition, and the role of glycans in biological systems. This field is closely related to basic research, biomedicine, and biotechnology[1].
Synthesis
7512-17-6
100-51-6
13343-62-9
GENERAL STEPS: N-acetylglucosamine (6.40 g, 28.9 mmol) was dissolved in benzyl alcohol (50 mL, 480 mmol) and concentrated aqueous hydrochloric acid solution (3.0 mL) was added. The reaction mixture was stirred at 90°C for 3 hours. After completion of the reaction, the crude product was cooled to room temperature, poured into ether (500 mL) and crystallized at 4°C for 18 hours. The crystallized product was collected by filtration and washed with petroleum ether. Purification by silica gel column chromatography (eluent: dichloromethane/methanol, 95:5 to 88:12, v/v) afforded benzylglycoside 2 (6.67 g, 21.4 mmol, 74% yield) as a white, foamy solid. rf = 0.25 (dichloromethane/methanol, 90:10, v/v); melting point 182-184°C; [α]D17.8 = +222 (c 0.1, methanol); IR (thin film) νmax 3298, 3092, 2938, 2901, 2844, 1648, 1552, 1497, 1455, 1375, 1309, 1230, 1156, 1093, 1047, 778, 732, 695 cm?1; 1H NMR (500 MHz, CD3OD) δ 7.40-7.25 (m, 5H, aromatic H), 4.85 (d, 1H, J = 3.6 Hz, H-1′), 4.74 (d, 1H, J = 12.0 Hz, H-1a), 4.49 (d, 1H, J = 12.0 Hz, H-1b), 3.89 (dd, 1H, J = 3.6, 10.8 Hz, H-2′), 3.83 ( dd, 1H, J = 1.6, 11.4 Hz, H-6a′), 3.73-3.64 (m, 3H, H-6b′, H-3′, H-4′), 3.36 (dd, 1H, J = 9.6 Hz, H-5′), 1.95 (s, 3H, acetyl CH3); 13C NMR (125 MHz, CD3OD) δ 173.6 (C= O, acetyl), 139.0 (aromatic quaternary carbon), 129.4, 129.3, 128.8 (aromatic CH), 97.5 (C-1′), 74.1 (C-4′), 72.7 (C-3′), 72.5 (C-5′), 70.1 (C-1), 62.7 (C-6′), 55.4 (C-2′), 22.5 (acetyl CH3 ); HRMS (ESI) m/z [C15H22NO6]+ Calculated value: 312.1442, measured value: 312.1446.
References
[1] Varki A, et al editors. Essentials of Glycobiology [Internet]. 4th ed. Cold Spring Harbor (NY): Cold Spring Harbor Laboratory Press; 2022. PMID:35536922
BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE Preparation Products And Raw materials
Raw materials
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- Product
- BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE 13343-62-9
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2020-01-13