4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside | CAS No. 85193-88-0

4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside

Basic Information

CAS Number

85193-88-0

Molecular Formula

C32H40N2O19

Molecular Weight

756.66 g/mol

AD

Basic Physical Properties

Melting Point

97-104°C

Density

1.41±0.1 g/cm3 (20 ºC 760 Torr),

CC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)[N+](=O)[O-])COC(=O)C)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

InChI

InChI=1S/C32H40N2O19/c1-14(35)33-25-28(47-18(5)39)26(23(12-44-15(2)36)51-31(25)50-22-10-8-21(9-11-22)34(42)43)53-32-30(49-20(7)41)29(48-19(6)40)27(46-17(4)38)24(52-32)13-45-16(3)37/h8-11,23-32H,12-13H2,1-7H3,(H,33,35)/t23-,24-,25-,26-,27+,28-,29+,30-,31-,32+/m1/s1

InChIKey

LXUSBVSVBLRAJQ-ZXVVBKGMSA-N

LogP

1.08040

Complexity

1360

Synonyms & References

English

  • 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-2-deoxy-beta-D-glucopyranoside
  • 85193-88-0
  • [(2R,3S,4R,5R,6S)-5-acetamido-4-acetyloxy-6-(4-nitrophenoxy)-3-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
  • 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-
  • W-203938
  • A-D-galactopyranosyl)-2-deoxy-
  • 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-2-deoxy-b-D-glucopyranoside
  • 4-Nitrophenyl2-acetamido-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-2-Deoxy-b-d-glucopyranoside
  • [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3S,4R,5R,6S)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-acetamido-6-(4-nitrophenoxy)oxan-3-yl]oxy}oxan-2-yl]methyl acetate
  • A-D-galactopyranosyl)-3,6-di-O-acetyl-
  • p-Nitrophenyl 2-Acetamido-2-deoxy-4-O-(2 inverted exclamation mark ,3 inverted exclamation mark ,4 inverted exclamation mark ,6 inverted exclamation mark -tetra-O-acetyl-
  • A-D-glucopyranoside
  • p-Nitrophenyl 2-Acetamido-2-deoxy-4-O-(2',3',4',6'-tetra-O-acetyl-beta-D-galactopyranosyl)-3,6-di-O-ace
  • p-Nitrophenyl 2-Acetamido-2-deoxy-4-O-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-3,6-di-O-acetyl-β-D-glucopyranoside
  • p-Nitrophenyl 2-Acetamido-2-deoxy-4-O-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-3,6-di-O-ace
  • 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside
  • 4-Nitrophenyl2-acetamido-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-2-deoxy-b-D-glucopyranoside
  • p-Nitrophenyl 2-Acet
  • p-Nitrophenyl 2-Acetamido-2-deoxy-4-O-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-3,6-di-O-acetyl-β-D-glucopyrano...

MDL Number

MFCD04039640

FAQ

What are the physical and chemical properties of 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside (CAS: 85193-88-0)?

4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside is a crystalline compound with a high molecular weight. It has a low solubility in water but is more soluble in organic solvents. This compound exhibits limited reactivity under normal conditions, with potential for hydrolysis under acidic or basic conditions. It is stable under normal storage conditions but should be stored in a desiccator to prevent moisture absorption.

How is 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside (CAS: 85193-88-0) typically synthesized?

4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside is synthesized through a multi-step process involving acetylation, glycosylation, and nitration. The reaction typically proceeds with good selectivity and yield, using acetic anhydride for acetylation and various glycosyl donors for the glycosylation step. The synthesis can be optimized using appropriate catalysts and solvents.

What industries use 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside (CAS: 85193-88-0)?

4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside finds applications in the pharmaceutical industry due to its complex structure and potential as a glycoside. It may also be used in the production of certain polymers and as a reagent in organic synthesis. Its use in sensors and semiconductors is less common but not unheard of.

What precautions should be taken when handling 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside (CAS: 85193-88-0)?

When handling 4-Nitrophenyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside (CAS: 85193-88-0), it is essential to wear appropriate personal protective equipment (PPE), including gloves, lab coat, and safety goggles. Work should be conducted in a well-ventilated fume hood. Spills should be cleaned up immediately using appropriate absorbent materials and disposed of according to laboratory safety and environmental regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed information and emergency procedures.

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