Description

(S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-Dioxa-4-Phospha-Cyclohepta[2,1-A:3,4-A']Dinaphthalen-4-Yl)Dimethylamine is a high-value, chiral phosphine-oxazoline (PHOX) ligand, a critical class of organocatalysts in asymmetric synthesis. Its importance lies in enabling highly enantioselective transformations, which are essential for producing single-isomer pharmaceutical intermediates and fine chemicals. This product is primarily needed by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors seeking to optimize stereoselective C-C and C-X bond-forming reactions.

Application

• Asymmetric Hydrogenation Catalysis: As a key ligand for transition metals like rhodium and iridium, enabling the enantioselective reduction of prochiral olefins, ketones, and imines.
• Pharmaceutical Intermediate Synthesis: For the stereocontrolled construction of chiral centers in active pharmaceutical ingredients (APIs), particularly in complex molecule synthesis.
• Asymmetric C-C Bond Formation: Facilitating enantioselective cross-coupling, allylic alkylation, and conjugate addition reactions.
• Agrochemical Product Development: Used in the synthesis of chiral herbicides, fungicides, and plant growth regulators.
• Academic and Industrial R&D: Serving as a versatile tool for methodology development in organic and organometallic chemistry laboratories.
• Fine Chemical Production: For the manufacture of enantiomerically pure flavors, fragrances, and specialty materials.

Basic Information

Product Name	(S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-Dioxa-4-Phospha-Cyclohepta[2,1-A:3,4-A']Dinaphthalen-4-Yl)Dimethylamine
CAS No.	389130-06-7
Molecular Formula	C21H26NO2P
Molecular Weight	355.41 g/mol
Synonyms	(S)-4-(Dimethylamino)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole; (S)-2-[2-(Diphenylphosphino)phenyl]-4-(dimethylamino)-4,5-dihydrooxazole; (S)-PHOX-Dimethylamine Ligand; (S)-DMAPhos; (S)-4-Dimethylamino-2-(2-diphenylphosphinophenyl)-4,5-dihydrooxazole; (S)-DMAPHOX; (S)-Josiphos-type Oxazoline Ligand; (S)-(+)-PHOX-DMA
EINECS	Contact for details

Quality Control

Our production of this advanced chiral ligand adheres to stringent quality protocols to ensure batch-to-batch consistency and optimal catalytic performance. Each lot is characterized by NMR (1H, 13C, 31P) and HPLC to confirm chemical identity, enantiomeric excess (typically >99%), and purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment. We support development under cGMP guidelines for pharmaceutical applications upon request.

Storage

Preserve in a tightly closed container, protected from light. Due to its sensitivity to oxidation, long-term storage under an inert atmosphere (argon or nitrogen) is recommended. Store at controlled room temperature (15-25°C) in a cool, dry, and well-ventilated area. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (HPLC)	≥ 99.0%
Loss on Drying	≤ 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.