D-Galactosamine pentaacetate Chemical Properties

Melting point:

230°C (dec.)

Boiling point:

530.2±50.0 °C(Predicted)

Density 

1.30±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Chloroform (Slightly, Sonicated), DMSO (Slightly)

form 

Solid

pka

13.41±0.70(Predicted)

color 

White to Pale Beige

InChI

InChI=1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13-,14+,15-,16?/m1/s1

InChIKey

OVPIZHVSWNOZMN-IWQYDBTJSA-N

SMILES

C1(OC(=O)C)O[C@H](COC(=O)C)[C@H](OC(=O)C)[C@H](OC(=O)C)[C@H]1NC(C)=O

Safety Information

HS Code 

29400090

D-Galactosamine pentaacetate Usage And Synthesis

Chemical Properties

White Solid

Uses

Anti-tumor agent

Uses

Anti-tumour agent.

Synthesis

GENERAL STEPS: To a solution of 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-D-glucopyranose hydrochloride (19.8 g, 67 mmol) in pyridine (130 mL) was added ethanoic anhydride (70 mL). The reaction mixture was stirred at room temperature overnight and subsequently concentrated under reduced pressure to afford (2S,3R,4R,5R,6R)-3-acetamido-6-(acetyloxymethyl)tetrahydro-2H-pyran-2,4,5-triacetic acid tris ester as a crude product as a yellow solid, which could be used in the next reaction without further purification. The above crude product (12 g, 26 mmol) was dissolved in acetone (130 mL) and aqueous hydrochloric acid (6.6 mL, 5N) was added slowly and dropwise at 0 °C. The reaction mixture was continued to be stirred at 0 °C for 1 h. The precipitate was subsequently removed by filtration. The filter cake was dried to give the target product as a white solid (7.50 g, 75% yield).

References

[1] European Journal of Organic Chemistry, 2012, # 9, p. 1699 - 1702
[2] Carbohydrate Research, 2015, vol. 413, p. 135 - 144
[3] Journal of Organic Chemistry, 1954, vol. 19, p. 1793,1798
[4] Chemische Berichte, 1931, vol. 64, p. 975,978
[5] Carbohydrate research, 1985, vol. 136, p. 309 - 323

D-Galactosamine pentaacetate(76375-60-5)Related Product Information

• Benzyl acetate
• Iminodiacetic acid
• Terpinyl acetate
• D-GALACTOSE 1-[2-(2-AZIDOETHOXY)ETHOXYETHYL]-2,3,4,6-TETRA-O-ACETATE
• INDOPHENOL ACETATE
• POLY(VINYL ACETATE)
• Nitrilotriacetic acid
• D-Galactose
• Glucose pentaacetate
• D(+)-Galactosamine hydrochloride
• Vinyl acetate
• Glycine
• Ethyl 3-aminopropanoate hydrochloride
• Triacetin
• H-D-ALLO-THR-OME HCL
• H-D-PHE-OBZL P-TOSYLATE
• D-(-)-ALPHA-PHENYLGLYCINE ETHYL ESTER HYDROCHLORIDE
• GalNaz