Description

(S)-4-Isopropyl-3-(1-Naphthylmethyl)-2,5,5-Triphenyl-1,3,2-Oxazaborolidine is a highly specialized chiral oxazaborolidine catalyst, a cornerstone in modern asymmetric synthesis. Its primary value lies in enabling exceptionally high enantioselectivity and yield in critical organic transformations, such as the Corey-Bakshi-Shibata (CBS) reduction of prochiral ketones. This compound is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries who require precise stereochemical control for producing single-enantiomer intermediates and active ingredients.

Application

• Asymmetric Catalysis: As a chiral Lewis acid catalyst for the enantioselective reduction of ketones, imines, and other prochiral substrates.
• Pharmaceutical Intermediate Synthesis: Production of chiral alcohols and amines, which are key building blocks for active pharmaceutical ingredients (APIs).
• Agrochemical Research: Development of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Fine Chemical Manufacturing: Synthesis of specialty chemicals, flavors, and fragrances where specific chirality is required for function.
• Methodology Development: Used in academic and industrial R&D for developing new asymmetric synthetic protocols.
• Process Chemistry Optimization: Scaling up enantioselective reactions from laboratory to pilot plant and production scale.

Basic Information

Product Name	(S)-4-Isopropyl-3-(1-Naphthylmethyl)-2,5,5-Triphenyl-1,3,2-Oxazaborolidine
CAS No.	850661-66-4
Molecular Formula	C39H36BNO
Molecular Weight	545.52 g/mol
Synonyms	(S)-CBS Catalyst with 1-Naphthylmethyl Substituent; (S)-4-Isopropyl-3-(1-naphthylmethyl)-2,5,5-triphenyl-1,3,2-oxazaborolidine; (S)-3-(1-Naphthylmethyl)-4-isopropyl-2,5,5-triphenyl-1,3,2-oxazaborolidine; (S)-1-Naphthylmethyl-CBS Catalyst; (S)-α-Naphthylmethyl CBS Reagent; Corey-Bakshi-Shibata Catalyst Derivative; Chiral Oxazaborolidine Catalyst; Asymmetric Reduction Catalyst
EINECS	Contact for details

Quality Control

Our (S)-4-Isopropyl-3-(1-Naphthylmethyl)-2,5,5-Triphenyl-1,3,2-Oxazaborolidine is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high catalytic performance. Each lot is characterized by advanced analytical techniques to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing specific results for assay, chiral purity, and impurity profiles are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) and opened only in a dry, controlled environment to maintain stability and catalytic activity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Enantiomeric Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.