41997-47-1

Usage

Uses

Used in Organic Synthesis:
(S)-(+)-1,1-Diphenyl-2-propanol is used as a chiral auxiliary for its ability to influence the stereochemistry of reactions in asymmetric synthesis. This application is crucial for obtaining specific enantiomeric products, which are essential in various chemical and pharmaceutical processes.
Used in Resolution of Racemic Mixtures:
As a resolving agent, (S)-(+)-1,1-Diphenyl-2-propanol is instrumental in separating racemic mixtures into their individual enantiomers. This separation is vital for the production of pure enantiomers, which often exhibit different biological activities and are necessary for the development of enantiomerically pure drugs.
Used in Pharmaceutical Research:
(S)-(+)-1,1-Diphenyl-2-propanol is studied for its potential pharmacological properties, including its ability to inhibit the growth of certain cancer cells. This research is significant for the development of new therapeutic agents and contributes to the advancement of cancer treatment strategies.
Used in the Chemical Industry:
In the chemical industry, (S)-(+)-1,1-Diphenyl-2-propanol is utilized for the synthesis of various chiral compounds that are important in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. Its role in ensuring the correct stereochemistry of these compounds is critical for their effectiveness and safety.

Upstream product

• 917-64-6 methyl magnesium iodide 
• 947-91-1 Diphenylacetaldehyde 
• 778-66-5 1,1-diphenyl-1-propene 
• 52248-11-0 phthalic acid mono-((S)-1-methyl-2,2-diphenyl-ethyl ester) 
• 41997-47-1 1,1-diphenyl-2-propanol 
• 108-05-4 vinyl acetate 
• 781-35-1 1,1-diphenylacetone 
• 100-58-3 phenylmagnesium bromide 
• 52199-75-4 phthalic acid mono-((R)-1-methyl-2,2-diphenyl-ethyl ester) 
• 108974-25-0 (+/-)-acetic acid-(1-methyl-2,2-diphenyl-ethyl ester) 
• 115293-95-3 (S,S)-bis-(2-hydroxy-3,3-diphenyl-propyl)-disulfide 
• 52199-75-4 (+/-)-phthalic acid mono-(1-methyl-2,2-diphenyl-ethyl ester) 
• 100975-79-9 (S)-3-mercapto-1,1-diphenyl-propan-2-ol 
• 54783-75-4 (S)-2-(benzyloxy)-1,1-diphenylpropan-1-ol 

Downstream Products

• 7693-88-1 (1RS,2RS)-1-chloro-1,2-diphenyl-propane 
• 7693-88-1 (1RS,2SR)-1-chloro-1,2-diphenyl-propane 
• 123525-61-1 methyl 1,1-diphenyl-2-propyl ether 
• 24435-40-3 erythro-1-amino-1,2-diphenylpropane 
• 24435-40-3 1,2-diphenylpropan-1-amine(anti-3ak)and 
• 29338-49-6 (S)-(-)-1,1-diphenylpropan-2-ol 
• 29338-49-6 (R)-(+)-1,1-diphenylpropan-2-ol 
• 5814-85-7 1,2-diphenylpropane 
• 781-35-1 1,1-diphenylacetone 
• 108974-25-0 acetic acid-((R)-1-methyl-2,2-diphenyl-ethyl ester) 
• 52248-11-0 phthalic acid mono-((S)-1-methyl-2,2-diphenyl-ethyl ester) 
• 52199-75-4 phthalic acid mono-((R)-1-methyl-2,2-diphenyl-ethyl ester) 
• 102599-29-1 (R)-2-benzoyloxy-1,1-diphenyl-propane 
• 7693-88-1 (1S,2S)-1-chloro-1,2-diphenyl-propane 

Relevant academic research and scientific papers

Manganese catalyzed asymmetric transfer hydrogenation of ketones

The asymmetric transfer hydrogenation (ATH) of a wide range of ketones catalyzed by manganese complex as well as chiral PxNy-type ligand under mild conditions was investigated. Using 2-propanol as hydrogen source, various ketones could be enantioselectively hydrogenated by combining cheap, readily available [MnBr(CO)5] with chiral, 22-membered macrocyclic ligand (R,R,R',R')-CyP2N4 (L5) with 2 mol% of catalyst loading, affording highly valuable chiral alcohols with up to 95% ee.

Discovery of florylpicoxamid, a mimic of a macrocyclic natural product

Natural products have routinely been used both as sources of and inspiration for new crop protection active ingredients. The natural product UK-2A has potent anti-fungal activity but lacks key attributes for field translation. Post-fermentation conversion of UK-2A to fenpicoxamid resulted in an active ingredient with a new target site of action for cereal and banana pathogens. Here we demonstrate the creation of a synthetic variant of fenpicoxamid via identification of the structural elements of UK-2A that are needed for anti-fungal activity. Florylpicoxamid is a non-macrocyclic active ingredient bearing two fewer stereocenters than fenpicoxamid, controls a broad spectrum of fungal diseases at low use rates and has a concise, scalable route which is aligned with green chemistry principles. The development of florylpicoxamid represents the first example of using a stepwise deconstruction of a macrocyclic natural product to design a fully synthetic crop protection active ingredient.

A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides

A straightforward methodology for the synthesis of anti-Markovnikov-type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)2 as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad substrate scope, including multi-substituted internal and terminal epoxides, as well as a good functional-group tolerance. Various natural-product derivatives, including steroids, terpenoids, and sesquiterpenoids, gave access to the corresponding alcohols in moderate-to-excellent yields.

Borohydride intermediates pave the way for magnesium-catalysed enantioselective ketone reduction

A magnesium precatalyst for the highly enantioselective hydro-boration of CO bonds is reported. The mechanistic basis of the unprecedented selectivity of this transformation has been investi-gated experimentally by isolation of catalytic intermediates and theoretically by DFT calculations. The facile formation of a magnesium borohydride species is critical in overcoming competing pathways in the selectivity-determining insertion step.

Manganese Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using Chiral Oxamide Ligands

The asymmetric transfer hydrogenation of ketones using isopropyl alcohol (IPA) as hydrogen donor in the presence of novel manganese catalysts is explored. The selective and active systems are easily generated in situ from [MnBr(CO)5] and inexpensive C2-symmeric bisoxalamide ligands. Under the optimized reaction conditions, the Mn-derived catalyst gave higher enantioselectivity compared with the related ruthenium catalyst.

Iron Catalyzed Hydroboration of Aldehydes and Ketones

We report an operationally convenient room temperature hydroboration of aldehydes and ketones employing Fe(acac)3 as precatalyst. The hydroboration of aldehydes and ketones proceeded efficiently at room temperature to yield, after work up, 1° and 2° alcohols; chemoselective hydroboration of aldehydes over ketones is attained under these conditions. We propose a σ-bond metathesis mechanism in which an Fe-H intermediate is postulated to be a key reactive species.

Visible-Light-Mediated Anti-Markovnikov Hydration of Olefins

Considering that stoichiometric borane and oxidant are required in the classical alkene anti-Markovnikov hydration process, it remains appealing to achieve the transformation in a catalytic protocol. Herein, a visible-light-mediated anti-Markovnikov addition of water to alkenes by using an organic photoredox catalyst in conjunction with a redox-active hydrogen atom donor was developed, which avoided the need for a transition-metal catalyst, stoichiometric borane, as well as oxidant. Both terminal and internal olefins are readily accommodated in this transformation to obtain corresponding primary and secondary alcohols in good yields with single regioselectivity. This procedure can be scaled up to gram scale with a 230 turnover number based on photocatalyst.

Mechanism-Based Enantiodivergence in Manganese Reduction Catalysis: A Chiral Pincer Complex for the Highly Enantioselective Hydroboration of Ketones

A manganese alkyl complex containing a chiral bis(oxazolinyl-methylidene)isoindoline pincer ligand is a precatalyst for a catalytic system of unprecedented activity and selectivity in the enantioselective hydroboration of ketones, thus producing preparatively useful chiral alcohols in excellent yields with up to greater than 99 % ee. It is applicable for both aryl alkyl and dialkyl ketone reduction under mild reaction conditions (TOF >450 h?1 at ?40 °C). The earth-abundant base-metal catalyst operates at very low catalyst loadings (as low as 0.1 mol %) and with a high level of functional-group tolerance. There is evidence for the existence of two distinct mechanistic pathways for manganese-catalyzed hydride transfer and their role for enantiocontrol in the selectivity-determining step is presented.

Chiral-at-metal iridium complex for efficient enantioselective transfer hydrogenation of ketones

A bis-cyclometalated iridium(iii) complex with metal-centered chirality catalyzes the enantioselective transfer hydrogenation of ketones with high enantioselectivities at low catalyst loadings down to 0.002 mol%. Importantly, the rate of catalysis and enantioselectivity are markedly improved in the presence of a pyrazole co-ligand. The reaction is proposed to proceed via an iridium-hydride intermediate exploiting metal-ligand cooperativity (bifunctional catalysis).

Method and apparatus for the synthesis of dihydroartemisinin and artemisinin derivatives

The present invention is directed to a method for continuous production of dihydroartemisinin and also artemisinin derivatives derived from dihydroartemisinin by using artemisinin or dihydroartemisinic acid (DHAA) as starting material as well as to a continuous flow reactor for producing dihydroartemisinin as well as the artemisinin derivatives. It was found that the reduction of artemisinin to dihydroartemisinin in a continuous process requires a special kind of reactor and a special combination of reagents comprising a hydride reducing agent, at least one activator such as an inorganic activator, at least one solid base, at least one aprotic solvent and at least one C1-C5 alcohol.