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1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol

CAS 51064-65-4C21H26O8S2Chemical Synthesis

1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol (CAS 51064-65-4) is a specialised carbohydrate derivative with a molecular weight of 470.56 g/mol. This compound serves as a valuable building block in organic synthesis, particularly in the fields of carbohydrate chemistry and chemical biology. Its well-defined structure and tosylate leaving groups make it suitable for various synthetic transformations and the construction of complex molecular architectures.

IUPAC
(+)-2,3-O-Isopropylidene-1,4-di-O-tosyl-D-threitol,(+)-2,3-O-Isopropylidene-D-threitol 1,4-ditosylate,(4R,5R)-4,5-Bis(tosyloxymethyl)-2,2-dimethyl-1,3-dioxolane,2,3-Isopropylidene-D-threitol 1,4-ditosylate
Synonyms
51064-65-4, C21H26O8S2, (+)-2,3-O-Isopropylidene-1,4-di-O-tosyl-D-threitol,(+)-2,3-O-Isopropylidene-D-threitol 1,4-ditosylate,(4R,5R)-4,5-Bis(tosyloxymethyl)-2,2-dimethyl-1,3-dioxolane,2,3-Isopropylidene-D-threitol 1,4-ditosylate
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1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol (C21H26O8S2) — chemical structure, CAS 51064-65-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Carbohydrate ChemistryCarbohydrate DerivativesChemical BiologyChemical Synthesis
01 /Applications

Chiral Building Block in Organic Synthesis

This compound is used as a chiral synthon for the preparation of complex organic molecules. The presence of tosylate groups allows for facile nucleophilic substitution reactions, enabling the introduction of diverse functionalities.

Carbohydrate Derivative Synthesis

It functions as a key intermediate in the synthesis of modified carbohydrates and carbohydrate-like structures. The isopropylidene acetal protects the diol, allowing selective tosylation of the primary hydroxyl groups.

Research and Development

Utilised in academic and industrial research laboratories for exploring new synthetic routes and developing novel chemical entities. Its specific stereochemistry is crucial for applications requiring enantiopure compounds.

02 /Properties
Molecular weight470.56
Empirical formulaC21H26O8S2
Assay97%
Optical activity[α]20/D +12.1°, c = 8.8 in chloroform
Melting point89-91 °C(lit.)
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
51064-65-4
MDL number
MFCD00063235
PubChem substance
24854922
Beilstein registry
99611
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol used for?

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This compound is primarily used as a chiral building block in organic synthesis, particularly in the preparation of complex carbohydrate derivatives and other enantiopure molecules for research and development in chemical biology and synthesis.

What are the CAS number and formula for this chemical?

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The CAS number is 51064-65-4, and the empirical formula is C21H26O8S2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with an assay of 97%. We do not represent this product as USP, BP, EP, or other pharmacopoeial grades.

How should 1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol be handled?

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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter may be necessary. Refer to the safety data sheet for detailed handling and hazard information. The compound has a WGK Germany classification of 3.

Is this product available for export?

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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol.

How can I request a sample or quote?

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Please contact our sales department or use the online inquiry form to request a sample or a detailed quotation for 1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol.

Need 1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol in a specific grade or volume?