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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-ACETAMIDO-2-DEOXY-A-D-GLUCOPYRANOSIDE;Benzyl-2-caetamido-2-deoxy-α-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
Molecular Weight:
311.33
MDL Number:
MFCD00070371
MOL File:
13343-62-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:53:48

Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside Properties

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

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Hazard Note  Irritant
HS Code  29389090

Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-B212540-2.5G Benzyl 2-Acetamido-2-deoxy-Alpha-D-glucopyranoside 13343-62-9 2.5g $193 2026-06-03 Buy
TRC TRC-B212540-1G Benzyl 2-Acetamido-2-deoxy-Alpha-D-glucopyranoside 13343-62-9 1g $97 2026-06-03 Buy
Biosynth MB06656 Benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 13343-62-9 2g $182.6 2026-06-04 Buy
Biosynth MB06656 Benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 13343-62-9 5g $422.75 2026-06-04 Buy
Biosynth MB06656 Benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 13343-62-9 10g $711 2026-06-04 Buy
Product number Packaging Price Buy
TRC-B212540-2.5G 2.5g $193 Buy
TRC-B212540-1G 1g $97 Buy
MB06656 2g $182.6 Buy
MB06656 5g $422.75 Buy
MB06656 10g $711 Buy

Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside Chemical Properties,Uses,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

N-Acetyl-D-Glucosamine

7512-17-6

Benzyl alcohol

100-51-6

BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE

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 cm1; 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

7512-17-6
100-51-6
13343-62-9
Synthesis of Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside from N-Acetyl-D-Glucosamine and Benzyl alcohol
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View Lastest Price from Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE pictures 2020-01-14 BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE
13343-62-9
$7.00 1KG 99% 1000kg Career Henan Chemical Co

Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside Spectrum

BENZYL 2-ACETAMIDO-2-DEOXY-A-D-GLUCOPYRANOSIDE BENZYL-2-ACETAMIDO-2-DESOXY-ALPHA-D-GLUCOPYRANOSIDE BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE N-[4,5-dihydroxy-6-(hydroxymethyl)-2-phenylmethoxy-3-oxanyl]acetamide .alpha.-D-Glucopyranoside, phenylmethyl 2-(acetylamino)-2-deoxy- Benzyl-2-caetamido-2-deoxy-α-D-glucopyranoside Benzyl 2-(acetylamino)-2-deoxy-alpha-D-glucopyranoside PhenylMethyl 2-(AcetylaMino)-2-deoxy-α-D-glucopyranoside N-((2S,3R,4R,5S,6R)-2-(Benzyloxy)-4,5-dihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-3-yl)acetaMide Benzyl N-acetyl-α-D-glucosaminide α-D-GlcNAc-1→OCH2Ph N-((2S,3R,4R,5S,6R) Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE USP/EP/BP N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenylmethoxyoxan-3-yl]acetamide Benzyl α-D-GlcNAc (Benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside) α-D-Glucopyranoside, phenylmethyl 2-(acetylamino)-2-deoxy- N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide N-(2-BENZYLOXY-4,5-DIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-3-YL)-ACETAMIDE Phenylmethyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside, CAS 13343-62-9 Benzyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside 99% Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside 13343-62-9 13342-62-9 Carbohydrates & Derivatives Glycon Biochem