β-D-Glucose pentaacetate

Name: β-D-Glucose pentaacetate
Brand: ChemScene
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CAS No. 604-69-3
Cat. No. CS-0040474
Molecule weight390.34
Purity≥95%
MDL No.MFCD00006597

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Structure of 604-69-3

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General Information

CAS No. 604-69-3
Cat. No. CS-0040474
Purity ≥95%
MDL No. MFCD00006597
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₂O₁₁
Molecular Weight 390.34
Synonym(s) Penta-O-acetyl-β-D-glucopyranose
SMILES CC(O[C@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)=O

Description

β-D-Glucose pentaacetate serves as a stable, bench-ready glycosyl donor for carbohydrate synthesis. The fully acetylated sugar moiety facilitates selective glycosylation reactions under mild conditions, enabling efficient construction of complex oligosaccharides. This derivative features enhanced solubility in organic solvents and predictable reactivity due to the defined anomeric configuration.

Synthesis

Route1
- In-stock
  
  492-61-5
- 108-24-7
- ~99%
- In-stock
  
  604-69-3
References
- Synlett, , # 9 SPEC. ISS. p. 1283 - 1286
Route2
- 2280-44-6
- 108-24-7
- ~94%
- In-stock
  
  604-69-3
References
- Synthesis, , # 19 art. no. C03810SS, p. 3248 - 3258
Route3
- 2280-44-6
- 108-24-7
- ~82%
- In-stock
  
  604-69-3
- In-stock
  
  604-68-2
References
- Journal of Carbohydrate Chemistry, , vol. 16, # 3 p. 327 - 342

Safety Information

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Computational Chemistry Data

TPSA 140.73
LogP -0.3674
H_Acceptors 11
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Carbohydrates

Chemical Biology Glycoscience Monosaccharides Glucoses

Chemical Biology Glycoscience Glyco Building Blocks Protected Sugars

Chemical Biology Glycoscience Glyco Building Blocks Glycosyl Donors

Chemical Biology Glycoscience Applications Using Glyco-materials Glyco-utilization

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Aldehyde Reactive Fluorophores and Labels

Biochemistry Biochemicals and Reagents Pharmaceutical Research Reagents Cosmetic Research Reagents

Biochemistry Pharmaceutical Development and Drug Discovery Research Pharmaceutical Research Reagents Cosmetic Research Reagents

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β-D-Glucose pentaacetate

CAS No. 604-69-3

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