(S)-4-Isopropyl-3-(1-naphthylmethyl)-2,5,5-triphenyl-1,3,2-oxazaborolidine (ca. 6% in Toluene, ca. 0.1mol/L) TCI I0801

Chemical Identity

CAS No.: 850661-66-4
PubChem: CID 12195798·SID 160871411
Formula: C34H32BNO
Molecular weight: 481.4 g/mol

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (4S)-3-(naphthalen-1-ylmethyl)-2,5,5-triphenyl-4-propan-2-yl-1,3,2-oxazaborolidine
SMILES: B1(N([C@H](C(O1)(C2=CC=CC=C2)C3=CC=CC=C3)C(C)C)CC4=CC=CC5=CC=CC=C54)C6=CC=CC=C6
InChIKey: KMDAQDQUTLTEPL-XIFFEERXSA-N

Rp 3.790.500,00

Sale Sold out

Shipping calculated at checkout.

Volume 10mL

Pembayaran hanya melalui request quotation dan dilakukan setelah tim kami menghubungi Anda. Mohon cantumkan nomor WhatsApp aktif untuk konfirmasi pesanan & pembuatan invoice. Estimasi pengiriman 2-4 minggu setelah pembayaran.

Dokumen Keamanan & Mutu

↓ Unduh SDS / MSDS (PDF resmi TCI)

CoA (Certificate of Analysis)

Spesifik per batch produksi — diterbitkan dan dikirim bersama barang sesuai nomor lot yang Anda terima.

Contoh CoA segera tersedia.

💬 Minta CoA via WhatsApp

View full details

TCI I0801, (S)-4-Isopropyl-3-(1-naphthylmethyl)-2,5,5-triphenyl-1,3,2-oxazaborolidine, CAS number 850661-66-4, is a chiral catalyst of the oxazaborolidine class supplied as a ready-to-use solution in toluene at approximately 6% concentration, corresponding to roughly 0.1 mol per litre. The molecule carries a boron centre embedded in an oxazaborolidine ring containing both nitrogen and oxygen, surrounded by phenyl groups and a bulky naphthylmethyl substituent. In the laboratory this class of catalyst acts as a chiral Lewis acid that activates carbonyl substrates or dienophiles while simultaneously steering the reaction towards a single enantiomer.

The property that makes this reagent a preferred choice is its presentation as a solution of defined concentration. Oxazaborolidine catalysts are highly sensitive to moisture and to air, so supplying the material dissolved in toluene removes the inconvenience of weighing a hygroscopic solid inside a glove box and allows catalytic doses to be withdrawn simply with a gas-tight syringe. The aromatic groups stacked around the boron centre create a tightly defined chiral pocket, so one face of the substrate is decisively blocked and the product is formed with enantiomeric excess.

In Indonesian laboratories a reagent of this type belongs to research groups and analytical or synthetic units working on asymmetric synthesis, typically in university chemistry departments, pharmaceutical development laboratories and contract research settings where a single enantiomer of an intermediate must be prepared. The solution format suits laboratories that handle air-sensitive chemistry with Schlenk lines or inert-atmosphere manifolds rather than full glove-box infrastructure, and makes small-scale catalytic work practical.

TCI brochures (PDF)

Asymmetric Organocatalysts 2025-06-12 · p. 9
Boron Compounds 2025-10-07 · p. 28

Related TCI products

Enantioselective reduction of prochiral ketones: the chiral boron centre coordinates and activates the carbonyl group while the surrounding aryl framework blocks one face, so the resulting secondary alcohol is obtained with enantiomeric excess rather than as a racemate.
Asymmetric Diels-Alder cycloadditions: acting as a chiral Lewis acid, the catalyst activates the dienophile and biases the approach of the diene, giving cycloadducts whose absolute configuration is controlled by the catalyst rather than by the substrate.
Preparation of single-enantiomer pharmaceutical intermediates: research groups use catalytic quantities of this reagent to install a defined stereocentre early in a synthetic route, avoiding the material losses associated with resolving a racemic mixture later.
Methodology and catalyst screening studies: because the reagent arrives at a known concentration of about 0.1 mol per litre, catalyst loadings can be varied accurately by syringe volume, which makes systematic optimisation experiments straightforward and reproducible.
Air-sensitive small-scale synthesis under inert atmosphere: the toluene solution can be transferred by gas-tight syringe through a septum into a Schlenk flask, so the moisture-sensitive catalyst never has to be handled as an open solid.

Brand	TCI (Tokyo Chemical Industry)
CAS number	850661-66-4
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes	supplied in TCI standard solution pack sizes; please confirm the available size when ordering
Physical form	solution in toluene, approximately 6% (ca. 0.1 mol/L)
Storage	moisture-sensitive and air-sensitive; keep the container tightly sealed under inert gas

Store the sealed bottle in a cool, dry place away from direct sunlight, ignition sources and oxidising agents, and follow the storage temperature stated on the manufacturer's label and safety data sheet. Keep the container under an inert gas blanket and close it immediately after each withdrawal, since both the catalyst and the toluene solvent are sensitive to moisture and air. Withdraw aliquots with a dry, gas-tight syringe through the septum rather than pouring, and keep all glassware oven-dried. Handle the solution in a fume hood because toluene is a flammable and volatile solvent, and wear safety glasses, a laboratory coat and solvent-resistant gloves. Ground containers when transferring larger volumes, keep a suitable fire extinguisher accessible, and dispose of residues as halogen-free organic solvent waste in line with institutional procedures.

—