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(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate

CAS 23735-43-5C13H18O5SChemical Synthesis

(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate (CAS 23735-43-5) is a chiral building block with the molecular formula C13H18O5S and a molecular weight of 286.34 g/mol. This tosylated derivative of isopropylidene glycerol serves as a valuable intermediate in asymmetric synthesis. Its defined stereochemistry makes it suitable for introducing chirality in the synthesis of complex organic molecules and pharmaceutical intermediates.

IUPAC
(S)-2,2-Dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate,2,3-Isopropylidene-sn-glycerol 1-tosylate,L-α,β-Isopropylideneglycerol-γ-tosylate
Synonyms
23735-43-5C13H18O5S(S)-2,2-Dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate2,3-Isopropylidene-sn-glycerol 1-tosylateL-α,β-Isopropylideneglycerol-γ-tosylate
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(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate (C13H18O5S) — chemical structure, CAS 23735-43-5; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral Building BlocksOrganic Building BlocksProtected Alcohols
01 /Applications

Chiral Synthesis Intermediate

This compound is employed as a chiral building block for the stereoselective synthesis of various complex organic molecules, including pharmaceuticals and natural products. Its tosylate group acts as a good leaving group, facilitating nucleophilic substitution reactions with controlled stereochemistry.

Asymmetric Catalysis Research

It can be utilized in research settings for the development of novel asymmetric catalysts or chiral ligands. The presence of a defined stereocenter allows for the exploration of stereochemical outcomes in catalytic processes.

Preparation of Chiral Alcohols

The molecule serves as a precursor for accessing specific chiral alcohol derivatives through various synthetic transformations, leveraging the protected diol and the reactive tosylate moiety.

02 /Properties
Molecular weight286.34
Empirical formulaC13H18O5S
Assay97%
Density1.208 g/mL at 25 °C(lit.)
Refractive indexn20/D 1.506(lit.)
Optical activity[α]26/D +6.0°, neat
Storage temperature2-8°C
Melting point29-31 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Flash point113 °C / 235.4 °F
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

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

04 /Identifiers & registry
CAS number
23735-43-5
MDL number
MFCD00063234
PubChem substance
24860480
Beilstein registry
89799
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 (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate used for?

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This compound is primarily used as a chiral building block in asymmetric synthesis and for the preparation of specific chiral alcohol derivatives. It serves as a valuable intermediate in organic synthesis, particularly in the pharmaceutical and fine chemical industries.

What is the CAS number and molecular formula?

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The CAS number is 23735-43-5, and the molecular formula is C13H18O5S.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with an assay of 97%. We do not represent this product as USP, BP, or EP grade unless explicitly stated in the product documentation.

How should (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate be handled safely?

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This compound is a warning irritant. Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Avoid breathing dust/fume/gas/mist/vapours/spray. In case of contact with eyes, rinse cautiously with water for several minutes. Ensure adequate ventilation. Store at 2-8°C.

Is this product available for export?

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Yes, Tech Serve Solutions specialises in supplying and exporting fine chemicals globally.

How can I request a sample or quote for this chemical?

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Please contact our sales team via the website or direct email to request a sample or a quotation for (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate.

Need (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate in a specific grade or volume?