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852913-25-8

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  • 1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea;852913-25-8

    Cas No: 852913-25-8

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  • N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(9R)-6'-methoxycinchonan-9-yl]thiourea

    Cas No: 852913-25-8

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852913-25-8 Usage

Description

N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]Thiourea is a cinchona-alkaloid-derived, bifunctional catalyst that contains a thiourea group at position 9. It is a solid compound with unique chemical properties that make it suitable for various applications.

Uses

Used in Asymmetric Synthesis:
N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]Thiourea is used as a catalyst for enantioselective Mannich reactions, which are crucial in the synthesis of optically active compounds. This application is particularly important in the pharmaceutical industry, where the production of enantiomerically pure compounds is essential for the development of effective and safe drugs.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]Thiourea is used as a catalyst for the formation of optically active Mannich adducts from stable N-carbamate amido sulfones. This process is vital for the synthesis of chiral compounds, which are often the active ingredients in medications. The use of this catalyst allows for the production of these compounds with high enantioselectivity, ensuring the desired biological activity and minimizing potential side effects.
Used in Chemical Research:
N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]Thiourea is also used in chemical research as a versatile catalyst for various asymmetric reactions. Its unique structure and properties make it a valuable tool for chemists working on the development of new synthetic methods and the synthesis of complex organic molecules with specific stereochemistry. This can be particularly useful in the discovery and optimization of new pharmaceutical agents, agrochemicals, and other specialty chemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 852913-25-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,5,2,9,1 and 3 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 852913-25:
(8*8)+(7*5)+(6*2)+(5*9)+(4*1)+(3*3)+(2*2)+(1*5)=178
178 % 10 = 8
So 852913-25-8 is a valid CAS Registry Number.

852913-25-8 Well-known Company Product Price

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  • Aldrich

  • (690600)  N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(9R)-6′-methoxy-9-cinchonanyl]thiourea  ≥90.0%

  • 852913-25-8

  • 690600-250MG

  • 4,864.86CNY

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852913-25-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(R)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methyl]thiourea

1.2 Other means of identification

Product number -
Other names 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(R)-(6-methoxyquinolin-4-yl)-(8-vinylquinuclidin-2-yl)methyl]thiourea

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
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More Details:852913-25-8 SDS

852913-25-8Downstream Products

852913-25-8Relevant articles and documents

Organocatalytic Enantio- and Diastereoselective Construction of syn-1,3-Diol Motifs via Dynamic Kinetic Resolution of in Situ Generated Chiral Cyanohydrins

Matsumoto, Akira,Asano, Keisuke,Matsubara, Seijiro

, p. 2688 - 2692 (2019/04/30)

An organocatalytic method for the asymmetric synthesis of syn-1,3-dioxanes as protected 1,3-diols via dynamic kinetic resolution of in situ generated chiral cyanohydrins has been developed. This method involves a reversible cyanohydrin formation/hemiaceta

Asymmetric Cycloetherification by Bifunctional Organocatalyst

Asano, Keisuke,Matsubara, Seijiro

, p. 4243 - 4253 (2018/07/03)

Attempts to obtain enantiomerically enriched tetrahydrofuran derivatives via an intramolecular oxy -Michael addition reaction of ?-hydroxyenone is discussed. Despite previous difficulties associated with the asymmetric induction of this reaction, which can proceed even without a catalyst, a highly efficient asymmetric induction was realized using a bifunctional organocatalyst derived from a cinchona alkaloid. The reaction could be extended to ζ-hydroxyenone to yield an optically active tetrahydropyran derivative with a high ee. In these reactions, it is important for the gentle acidic and basic sites in the bifunctional organocatalyst to be arranged properly within the molecular skeleton of the catalyst. The high performance asymmetric induction relied on the affinity of the catalyst for the substrate, which played an important role. A disubstituted tetrahydropyran synthesis could be effectively performed via kinetic resolution using ζ-hydroxyenone containing a secondary alcohol moiety using a chiral phosphoric acid catalyst.

Procedure-controlled enantioselectivity switch in organocatalytic 2-oxazolidinone synthesis

Fukata, Yukihiro,Asano, Keisuke,Matsubara, Seijiro

, p. 12160 - 12163 (2013/09/23)

In a novel organocatalytic formal [3 + 2] cycloaddition to afford chiral 2-oxazolidinones, an enantioselectivity switch could be induced by changing the manner of addition of the reactants, even when the reaction components (cinchona-alkaloid-derived aminothiourea catalyst, substrates, and solvent) were the same.

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