ChemicalBook > CAS DataBase List > 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI

1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI

Product Name
1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI
CAS No.
10034-20-5
Chemical Name
1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI
Synonyms
NSC 82044;6-Tetra-O-acetyl-a-D-glucosamineHCI;1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI;1,3,4,4-Tetra-O-acetyl-a-D-glucosamine HCl;1,3,4,6-Tetra-O-acetyl-alpha-D-glucosamine HCl;1,3,4,6-Tetra-O-acetyl-2-aMino-2-deoxy-beta-D-gluc;1,3,4,6-Tetra-O-acetyl-β-D-glucosamine Hydrochloride;2-Amino-2-deoxy-β-D-glucopyranose 1,3,4,6-tetraacetate;1,3,4,6-Tetra-O-acetyl-beta-D-glucosamine hydrochloride;1,3,4,6-Tetra-O-acetyl-2-amino--D-glucopyranose, Hydrochloride
CBNumber
CB51231291
Molecular Formula
C14H21NO9.ClH
Formula Weight
383.779
MOL File
10034-20-5.mol
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1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI Property

Melting point:
197-200°C
RTECS 
LZ6574000
storage temp. 
Inert atmosphere,2-8°C
solubility 
Methanol (Slightly), Water (Slightly)
form 
Powder
color 
White to Pale Brown
optical activity
[α]/D 30.0±2.0°, c = 1 in H2O
Water Solubility 
Soluble in water at 10mg/ml
InChI
InChI=1/C14H21NO9.ClH/c1-6(16)20-5-10-12(21-7(2)17)13(22-8(3)18)11(15)14(24-10)23-9(4)19;/h10-14H,5,15H2,1-4H3;1H/t10-,11-,12-,13-,14-;/s3
InChIKey
BQLUYAHMYOLHBX-GOLNYAHLNA-N
SMILES
[C@@H]1(OC(=O)C)[C@@H](COC(=O)C)O[C@@H](OC(=O)C)[C@H](N)[C@H]1OC(=O)C.Cl |&1:0,5,12,17,19,r|
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Safety

WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
728314
Product name
1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose hydrochloride
Purity
≥98% (HPLC)
Packaging
1g
Price
$51.5
Updated
2025/07/31
TCI Chemical
Product number
A3643
Product name
1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose Hydrochloride
Packaging
5G
Price
$159
Updated
2025/07/31
TCI Chemical
Product number
A3643
Product name
1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose Hydrochloride
Packaging
25G
Price
$477
Updated
2025/07/31
TRC
Product number
T237500
Product name
1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose hydrochloride
Packaging
5g
Price
$240
Updated
2021/12/16
TRC
Product number
T237500
Product name
1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose hydrochloride
Packaging
2g
Price
$120
Updated
2021/12/16
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1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A potential metabolic inhibitor of cellular-membrane glycoconjugates.

Synthesis

7597-81-1

5432-46-2

Triester of (2S,3R,4R,5S,6R)-6-(acetyloxymethyl)-3-(((E)-4-methoxybenzylidene)amino)tetrahydro-2H-pyran-2,4,5-triacetate (4.0 g, 8.6 mmol) was used as a raw material and dissolved in preheated acetone (36 mL). Subsequently, 5 M HCl (2 mL) was slowly added to the solution and precipitation was observed. After cooling the reaction mixture to room temperature, ether (36 mL) was added and stirred continuously for 2 hours. The precipitate was collected by filtration, washed with ether and dried under reduced pressure to afford 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-D-glucopyranose hydrochloride (2.9 g, 79%) as a white solid. The melting point of the product is 205°C (literature value: 231-233°C, ignition [49], melting point 235°C); specific optical rotation [α] 20D +36.6 (c 1.0, MeOH), literature value [49] +32 (H2O); infrared (IR) spectra (νmax 2939 cm?1 (broad peak, NH3Cl), 1751 cm?1 (C=O); 1H-NMR (DMSO-d6, 300 MHz) δ 1.95 (6H, s, CH3CO), 2.00 (3H, s, CH3CO), 2.14 (3H, s, CH3CO), 3.52 (1H, t, J = 9.7 Hz, H-2), 3.98 (2H, m, H-6, H-5), 4.15 (1H, dd, J = 12.3, 4.1 Hz, H-6), 4.87 (1H, t, J = 9.8 Hz, H-4), 5.28 (1H, t, J = 9.8 Hz, H-3), 5.84 (1H, d, J = 8.8 Hz, H-1), 8.26 (3H, s, NH3Cl).

References

[1] Journal of Organic Chemistry, 1999, vol. 64, # 16, p. 5926 - 5929
[2] Journal of the American Chemical Society, 2018, vol. 140, # 8, p. 3120 - 3127
[3] Carbohydrate Research, 2010, vol. 345, # 11, p. 1541 - 1547
[4] Advanced Synthesis and Catalysis, 2010, vol. 352, # 14-15, p. 2657 - 2662
[5] RSC Advances, 2014, vol. 4, # 12, p. 6239 - 6245

1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI Suppliers

Alfa Chemistry
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View Lastest Price from 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI manufacturers

Career Henan Chemical Co
Product
1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI 10034-20-5
Price
US $8.66/KG
Min. Order
1KG
Purity
95.0%-99.0%
Supply Ability
1kg-100kg
Release date
2020-03-11

10034-20-5, 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCIRelated Search:


  • 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI
  • 1,3,4,6-Tetra-O-acetyl-2-amino--D-glucopyranose, Hydrochloride
  • 2-Amino-2-deoxy-1,3,4,6-tetra-O-acetyl--D-glucopyranose Hydrochloride
  • NSC 82044
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose hydrochloride ,98%
  • 1,3,4,6-Tetra-O-acetyl-beta-D-glucosamine hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-2-aMino-2-deoxy-beta-D-gluc
  • 1,3,4,6-Tetra-o-acetyl-2-aMino-2-deoxy-beta-d-glucopyranose, HCl
  • b-D-Glucopyranose, 2-aMino-2-deoxy-, 1,3,4,6-tetraacetate, hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-2-aMino-2-deoxy-b-D-glucopyranose Hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranose hydrochloride min. 99%
  • 1,3,4,6-Tetra-O-acetyl-beta-D-glucosamine hydrochloride, beta-D-Glucosamine tetraacetate HCl, NSC 82044
  • (2S,3R,4R,5S,6R)-6-(Acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride
  • 2-Amino-2-deoxy-β-D-glucopyranose 1,3,4,6-tetraacetate
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranosehydrochloride98%
  • 2-Amino-2-deoxy-1,3,4,6-tetra-O-acetyl-beta,D-glucopyranose hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranose hydrochloride 98%
  • 1,3,4,6-Tetra-O-acetyl-β-D-glucosamine Hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose Hydrochloride
  • β-D-Glucopyranose, 2-amino-2-deoxy-, 1,3,4,6-tetraacetate, hydrochloride (1:1)
  • 1,3,4,4-Tetra-O-acetyl-a-D-glucosamine HCl
  • 6-Tetra-O-acetyl-a-D-glucosamineHCI
  • 2-amino-2-deoxy-β-D-glucopyranose 1,3,4,6-tetraacetate hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-alpha-D-glucosamine HCl
  • b-D-Glucopyranose,2-amino-2-deoxy-, 1,3,4,6-tetraacetate, hydrochloride (1:1)
  • 1,3,4,6-Tetra-<i>O</i>-acetyl-2-amino-2-deoxy-β-<sc>D</sc>-glucopyranose hydrochloride
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-desoxy-β-D-glucopyranose (hydrochloride)
  • 1,3,4,6-Tetra-O-acetyl-2-amino-2-desoxy-∫-D-glucopyranose hydrochloride, CAS 10034-20-5
  • 10034-20-5
  • Carbohydrates & Derivatives
  • Amines
  • Inhibitors