6,10-Dibenzyl-N,N'-dimethyl-N,N,N',N'-tetrakis(4-methylbenzyl)-1,4-dioxaspiro[4.5]decane-(2S,3S)-diylbis(methylammonium) Bis(tetrafluoroborate) [=(S,S)-TaDiAS-2nd] TCI D3476

Name: TCI D3476 2135524-59-1 6,10-Dibenzyl-N,N'-dimethyl-N,N,N',N'-tetrakis(4-methylbenzyl)-1,4-dioxaspiro[4.5]decane-(2S,3S)-diylbis(methylammonium) Bis(tetrafluoroborate) [=(S,S)-TaDiAS-2nd]
Brand: TCI
SKU: TCI2510D347623762
Price: 3453450.0 IDR
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Berat 200mg 1g

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TCI D3476 is a chiral catalyst belonging to the diquaternary ammonium salt class, derived from a tartrate-based framework and widely known by the designation (S,S)-TaDiAS-2nd. The compound is supplied as a bis(tetrafluoroborate) salt bearing two positively charged ammonium centers attached to a 1,4-dioxaspiro[4.5]decane skeleton of (2S,3S) configuration. In the laboratory, this material functions as a chiral phase-transfer catalyst — a substance that shuttles anionic species from an aqueous or solid phase into the organic phase while establishing a chiral environment that directs the formation of one enantiomer predominantly. Its role is central to modern asymmetric synthesis research.

The characteristics that make this catalyst a preferred choice are the combination of a rigid tartrate framework with bulky 4-methylbenzyl and benzyl groups arranged around the ammonium centers. This densely packed steric arrangement creates a chiral pocket that effectively differentiates the two approach faces of a substrate, so that the enantiomeric selectivity obtained can be high even when the catalyst is used in small quantities. The tetrafluoroborate anion contributes good solubility in organic solvents together with non-coordinating character, which keeps the counter-ion from interfering with the reactive intermediates that form during the catalytic cycle.

In Indonesian laboratories, this reagent is typically found in university and institutional research groups working on asymmetric synthesis, medicinal chemistry, and the preparation of enantiomerically enriched building blocks. It is generally used at small scale on the bench, where a single package supports many exploratory reactions and catalyst-screening experiments. Researchers commonly handle it as part of methodology development studies, thesis work, and publication-oriented projects that require reliable stereochemical control rather than bulk production.

Asymmetric phase-transfer alkylation — the diquaternary ammonium centers transport enolate anions into the organic phase while the rigid chiral pocket steers the alkylating agent to a single face of the substrate.
Enantioselective synthesis of amino acid derivatives — the tartrate-derived framework provides the facial discrimination needed to build stereocenters adjacent to carbonyl groups with strong enantiomeric preference.
Methodology development in asymmetric catalysis — researchers screen this catalyst against other chiral ammonium salts to establish structure-selectivity relationships within the TaDiAS family of catalysts.
Preparation of enantiomerically enriched building blocks — small catalyst loadings can deliver chiral intermediates for downstream medicinal chemistry work without requiring stoichiometric chiral auxiliaries.
Teaching and demonstration of chiral phase-transfer principles — the well-defined (2S,3S) configuration makes it a clear illustration of how catalyst stereochemistry translates into product enantioselectivity in graduate-level laboratory courses.

Brand	TCI (Tokyo Chemical Industry)
CAS number	2135524-59-1
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes	available in the research-scale unit sizes offered by the manufacturer; please confirm the current packaging option when ordering
Physical form	—
Storage	keep tightly closed in a cool, dry place away from moisture

Chemical class: diquaternary ammonium salt, bis(tetrafluoroborate) counter-ion, (2S,3S) configuration

Store the container tightly closed in a cool, dry location, protected from moisture and away from direct sunlight or heat sources. As an ammonium salt, the material is best kept in its original tightly sealed bottle or transferred to a well-sealed amber glass container with a chemically resistant closure; a desiccator or dry cabinet is advisable if the laboratory environment is humid. Weigh and transfer the solid inside a fume hood using clean, dry spatulas to avoid contamination and moisture uptake. Wear safety glasses, gloves, and a laboratory coat during handling, avoid the generation of dust, and wash hands thoroughly after use. Consult the manufacturer's safety data sheet before first use and follow institutional procedures for chemical waste disposal.

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