(2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal

Name: (2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal
Brand: ChemScene
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CAS No. 53081-25-7
Cat. No. CS-0064622
Purity≥97%
MDL No.MFCD00191026

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal|CS-0064622

Structure of 53081-25-7

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Description

This tetrakis(benzyloxy)hexaldehyde features a stereochemically defined backbone with benzyl-protected hydroxyl groups, enabling reliable glycosylation intermediacy. The aldehyde functionality at C5 provides a reactive handle for coupling reactions under standard conditions. Bench-stable and moisture-tolerant, it streamlines synthesis of complex oligosaccharides and glycoconjugates.

Application

(2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal serves as a key chiral building block in carbohydrate chemistry, enabling efficient access to complex oligosaccharide scaffolds. Its well-defined stereochemistry and multiple protected hydroxyl groups facilitate selective functionalization and glycosylation reactions. The benzyl protecting groups offer excellent stability under a range of reaction conditions and can be removed cleanly via catalytic hydrogenolysis, simplifying downstream processing. This compound functions reliably in standard solution-phase synthesis workflows for natural product and glycoconjugate assembly.

General Information

CAS No. 53081-25-7
Cat. No. CS-0064622
Purity ≥97%
MDL No. MFCD00191026
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₄H₃₆O₆
Molecular Weight 540.65
Synonym(s) 2,3,4,6-tetrabenzylgalactopyranose
SMILES O=C[C@@H]([C@H]([C@H]([C@@H](COCC1=CC=CC=C1)O)OCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4

Computational Chemistry Data

TPSA 74.22
LogP 5.5192
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 17

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal

CAS No. 53081-25-7

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