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CS-W001157 4
Total: USD 88.00

(2S,3R,4R,5R)-5-Methyltetrahydrofuran-2,3,4-triyl triacetate

  • CAS No. 62211-93-2

  • Cat. No. CS-W003521
  • Purity≥97%
  • MDL No.MFCD08458459

*For research and further manufacturing use only, not for direct human use.

(2S,3R,4R,5R)-5-Methyltetrahydrofuran-2,3,4-triyl triacetate|CS-W003521

Structure of 62211-93-2

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General Information

  • CAS No. 62211-93-2
  • Cat. No. CS-W003521
  • Purity ≥97%
  • MDL No. MFCD08458459
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆O₇
  • Molecular Weight 260.24
  • Synonym(s) Triacetyl-5-deoxy-β-D-Riboturanose, 1,2,3-
  • SMILES CC(=O)O[C@H]1[C@H](OC(=O)C)O[C@@H]([C@H]1OC(=O)C)C

Description

This tetrahydrofuran triacetate features a stereodefined acetyl-protected sugar surrogate with enhanced stability and solubility in organic media. The triacetate functionality enables selective deprotection under mild conditions, facilitating its use in glycosylation strategies and complex carbohydrate synthesis.

Application

(2S,3R,4R,5R)-5-Methyltetrahydrofuran-2,3,4-triyl triacetate serves as a stable, bench-ready acetyl protecting group strategy for stereoselective carbohydrate and nucleoside synthesis. Its defined stereochemistry enables predictable glycosylation outcomes, while the triacetate moiety facilitates orthogonal deprotection under mild conditions. The compound exhibits excellent functional group tolerance and simplifies purification in multi-step sequences, making it a reliable building block for complex heterocyclic scaffolds.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   88.13
  • LogP   0.1577
  • H_Acceptors   7
  • H_Donors   0
  • Rotatable_Bonds   3

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