N-Acetylneuraminic Acid Methyl Ester 2,4,7,8,9-Pentaacetate

Name: N-Acetylneuraminic Acid Methyl Ester 2,4,7,8,9-Pentaacetate
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CAS No. 73208-82-9
Cat. No. CS-M2441
Purity≥95%
MDL No.MFCD30342209

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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N-Acetylneuraminic Acid Methyl Ester 2,4,7,8,9-Pentaacetate|CS-M2441

Structure of 73208-82-9

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General Information

CAS No. 73208-82-9
Cat. No. CS-M2441
Purity ≥95%
MDL No. MFCD30342209
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₃₁NO₁₄
Molecular Weight 533.48
Synonym(s) None
SMILES O=C(C(O[C@@]1([H])[C@H](OC(C)=O)[C@H](OC(C)=O)COC(C)=O)(C[C@H](OC(C)=O)[C@H]1NC(C)=O)OC(C)=O)OC

Description

This triacetate derivative features a stereochemically defined glycosyl scaffold with acetyl and methoxycarbonyl groups positioned for selective protection in complex carbohydrate synthesis. Its bench-stable, moisture-tolerant structure enables reliable use in multistep glycoconjugate assembly under standard conditions.

Application

(1S,2R)-1-((2R,3R,4S)-3-Acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate serves as a versatile glycosyl donor in carbohydrate synthesis, enabling stereoselective glycosylation reactions under mild conditions. Its triacetate protection pattern ensures high bench stability and compatibility with standard activation protocols. The molecule functions as a key building block for complex oligosaccharide assemblies, particularly in the construction of glycoconjugates and natural product scaffolds requiring controlled stereochemistry at the anomeric center.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 196.13
LogP -0.9294
H_Acceptors 14
H_Donors 1
Rotatable_Bonds 10

Key Words

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N-Acetylneuraminic Acid Methyl Ester 2,4,7,8,9-Pentaacetate

CAS No. 73208-82-9

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