(S)-RUCY(regR)-XylBINAP TCI R0138

Chemical Identity

CAS No.: 1312713-89-5
PubChem: CID 91972051·SID 253659549
Formula: C71H74ClN2O2P2Ru
Molecular weight: 1185.8 g/mol

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: [1-[2-bis(3,5-dimethylphenyl)phosphanylnaphthalen-1-yl]naphthalen-2-yl]-bis(3,5-dimethylphenyl)phosphane;(2S)-1,1-bis(4-methoxyphenyl)-3-methylbutane-1,2-diamine;ruthenium(1+);chloride
SMILES: CC1=CC(=CC(=C1)P(C2=C(C3=CC=CC=C3C=C2)C4=C(C=CC5=CC=CC=C54)P(C6=CC(=CC(=C6)C)C)C7=CC(=CC(=C7)C)C)C8=CC(=CC(=C8)C)C)C.CC(C)[C@@H](C(C1=CC=C(C=C1)OC)(C2=CC=C(C=C2)OC)N)N.[Cl-].[Ru+]
InChIKey: PAADRONSEUDCEP-QQHZQADKSA-M

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Berat 200mg 1g

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TCI R0138 1312713-89-5 (S)-RUCY(regR)-XylBINAP is a chiral compound used in asymmetric synthesis. It functions as a chiral catalyst, playing a crucial role in chemical reactions that produce asymmetric products. In the laboratory, this compound is essential for accelerating chemical reactions without altering the fundamental molecular structure, enabling the creation of compounds with specific optical properties. Its unique structure allows it to direct reactions toward the desired product, making it a valuable tool in synthetic chemistry.

The key properties of (S)-RUCY(regR)-XylBINAP include its high selectivity and ability to control reaction pathways. Its chiral nature ensures that it can influence the stereochemistry of the reaction, leading to the formation of enantiomerically pure compounds. This makes it a preferred choice for applications requiring precise molecular control. Additionally, its stability and reactivity under controlled conditions contribute to its effectiveness in various synthetic processes.

In Indonesian laboratories, (S)-RUCY(regR)-XylBINAP is commonly used in organic and pharmaceutical research. It is widely utilized in the development of new compounds with applications in healthcare and industrial sectors. Its role in asymmetric synthesis makes it an essential component for researchers aiming to produce optically active substances with specific biological activities.

Advantages (TCI brochure)

Reduces carbonyl groups selectively
Allows the reaction under 1 atm of hydrogen

TCI brochures (PDF)

Ruthenium Complex Catalysts for Asymmetric Hydrogenation of Ketons 2024-12-16 · p. 1
Hydrogenation Catalysts 2025-11-10 · p. 4

Related TCI products

Asymmetric Synthesis: This compound is ideal for asymmetric synthesis due to its chiral structure, which enables precise control over the stereochemistry of the reaction.
Pharmaceutical Research: It is used in drug development to create optically active compounds with specific therapeutic properties.
Organic Chemistry Studies: Its ability to accelerate reactions selectively makes it a valuable tool in organic synthesis experiments.
Catalytic Reactions: The compound functions as a chiral catalyst, enhancing reaction efficiency without altering the molecular framework.
Structural Analysis: It is used in studies that require the synthesis of compounds with defined stereochemical configurations for further analysis.

From the TCI brochure

Asymmetric hydrogenation of ketones

Brand	TCI
CAS number	1312713-89-5
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes	Available in various quantities as per supplier specifications
Physical form	Solid or powder, depending on the batch
Storage	Store in a cool, dry place away from light and moisture

Data from the TCI brochure

Substrate 1 (aryl methyl ketone, structure only) - % yield	>99 (0.001 mol% catalyst, H2 7 atm, tBuOK, EtOH//iPrOH, 0.25 h, 5-35 ºC)
Substrate 1 (aryl methyl ketone, structure only) - % ee	>99 (R) (0.001 mol% catalyst, H2 7 atm, tBuOK, EtOH//iPrOH, 0.25 h, 5-35 ºC)
Substrate 1 (aryl methyl ketone, structure only) - % yield	>99 (0.01 mol% catalyst, H2 1 atm, tBuOK, EtOH//iPrOH, 24 h, 5-35 ºC)
Substrate 1 (aryl methyl ketone, structure only) - % ee	>99 (R) (0.01 mol% catalyst, H2 1 atm, tBuOK, EtOH//iPrOH, 24 h, 5-35 ºC)
Substrate 1 (aryl methyl ketone, structure only) - % yield	>99 (0.01 mol% catalyst, H2 10 atm, DBU, EtOH//iPrOH, 0.13 h, 5-35 ºC)
Substrate 1 (aryl methyl ketone, structure only) - % ee	>99 (R) (0.01 mol% catalyst, H2 10 atm, DBU, EtOH//iPrOH, 0.13 h, 5-35 ºC)
Substrate 2 (drawn structure, alkyl aryl-type ketone) - % yield	96 (0.025 mol% catalyst, H2 10 atm, tBuOK, iPrOH, 5 h, 5-35 ºC)
Substrate 2 (drawn structure, alkyl aryl-type ketone) - % ee	90 (R) (0.025 mol% catalyst, H2 10 atm, tBuOK, iPrOH, 5 h, 5-35 ºC)
Substrate 3 (drawn bicyclic N-containing ketone) - % yield	>99 (0.002 mol% catalyst, H2 30 atm, tBuOK, iPrOH, 6 h, 5-35 ºC)
Substrate 3 (drawn bicyclic N-containing ketone) - % ee	95 (S) (0.002 mol% catalyst, H2 30 atm, tBuOK, iPrOH, 6 h, 5-35 ºC)
Substrate 4 (drawn alpha-hydroxy aryl ketone) - % yield	>99 (0.05 mol% catalyst, H2 10 atm, DBU, MeOH, 5 h, 5-35 ºC)
Substrate 4 (drawn alpha-hydroxy aryl ketone) - % ee	95 (S) (0.05 mol% catalyst, H2 10 atm, DBU, MeOH, 5 h, 5-35 ºC)

Source: TCI brochure RR036 (2024-12-16)

This compound should be stored in a cool, dry location, away from direct light and moisture. It is recommended to use airtight containers to prevent exposure to air and humidity. Due to its chiral nature, it is important to maintain strict handling protocols to avoid contamination or degradation. Laboratory personnel should wear appropriate personal protective equipment when handling the compound. Proper labeling and storage conditions are essential to ensure the compound remains stable and effective for use in chemical reactions.

References cited in the TCI brochure

Kazuhiko Matsumura. Chiral Ruthenabicyclic Complexes: Precatalysts for Rapid, Enantioselective, and Wide-Scope Hydrogenation of Ketones Journal of the American Chemical Society, 2011. doi:10.1021/ja202296w