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(R)-THQphos, a chiral phosphine ligand, is renowned for its high reactivity and enantioselectivity in asymmetric catalysis. Its unique structure provides superior control over the stereochemistry of products, making it an indispensable tool in the synthesis of pharmaceuticals, agrochemicals, and complex organic molecules. Its extensive application in both academia and industry underscores its significance in advancing organic synthesis and developing efficient, environmentally friendly chemical processes.

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  • 1-?(11bR)?-Dinaphtho[2,?1-?d:1',?2'-?f]?[1,?3,?2]?dioxaphosphepin-?4-?yl-?1,?2,?3,?4-?tetrahydroquinoline

    Cas No: 1360145-09-0

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  • 1360145-09-0 Structure
  • Basic information

    1. Product Name: (R)-THQphos
    2. Synonyms: (R)-THQphos
    3. CAS NO:1360145-09-0
    4. Molecular Formula: C29H22NO2P
    5. Molecular Weight: 447.464241
    6. EINECS: N/A
    7. Product Categories: SF160002
    8. Mol File: 1360145-09-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 653.5±48.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: N/A
    9. PKA: 1.29±0.20(Predicted)
    10. CAS DataBase Reference: (R)-THQphos(CAS DataBase Reference)
    11. NIST Chemistry Reference: (R)-THQphos(1360145-09-0)
    12. EPA Substance Registry System: (R)-THQphos(1360145-09-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 24/25
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1360145-09-0(Hazardous Substances Data)

1360145-09-0 Usage

Uses

Used in Pharmaceutical Industry:
(R)-THQphos is used as a chiral ligand in asymmetric catalysis for the synthesis of enantiomerically pure pharmaceuticals. Its high enantioselectivity ensures the production of the desired enantiomer, which is crucial for the biological activity and safety of the final drug product.
Used in Agrochemical Industry:
(R)-THQphos is employed as a chiral ligand in asymmetric catalysis for the synthesis of enantiomerically pure agrochemicals. The control over stereochemistry allows for the production of active ingredients with improved efficacy and reduced environmental impact.
Used in Organic Synthesis:
(R)-THQphos is used as a chiral ligand in various catalytic transformations, such as hydrogenation, hydroformylation, and cross-coupling reactions. Its high reactivity and enantioselectivity enable the efficient synthesis of complex organic molecules with precise stereochemistry, which is essential for the development of new materials and compounds.
Used in Environmentally Friendly Chemical Processes:
(R)-THQphos is utilized as a chiral ligand in the development of green chemical processes. Its ability to control stereochemistry in catalytic reactions allows for the production of desired products with minimal waste and reduced environmental impact, contributing to sustainable chemical synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 1360145-09-0 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,3,6,0,1,4 and 5 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1360145-09:
(9*1)+(8*3)+(7*6)+(6*0)+(5*1)+(4*4)+(3*5)+(2*0)+(1*9)=120
120 % 10 = 0
So 1360145-09-0 is a valid CAS Registry Number.

1360145-09-0Downstream Products

1360145-09-0Relevant articles and documents

Enantioselective 1,2-Difunctionalization of Dienes Enabled by Chiral Palladium Complex-Catalyzed Cascade Arylation/Allylic Alkylation Reaction

Wu, Xiang,Lin, Hua-Chen,Li, Ming-Li,Li, Lu-Lu,Han, Zhi-Yong,Gong, Liu-Zhu

, p. 13476 - 13479 (2015)

A Pd-catalyzed highly enantioselective three-component coupling of 1,3-dienes with aryl iodines and sodium dialkyl malonates has been successfully established by using a H8-BINOL-based phosphoramidite ligand. This reaction proceeded via a Pd-catalyzed cascade arylation and asymmetric allylic alkylation reaction, providing an efficient strategy for the enantioselective 1,2-difunctionalization of 1,3-dienes.

Rh(i)-Catalyzed enantioselective and scalable [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates

Bao, Robert Li-Yuan,Yin, Junjie,Shi, Lei,Zheng, Limin

supporting information, p. 2956 - 2961 (2020/04/28)

An asymmetric intermolecular [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates, which was catalyzed by a rhodium(i)-chiral phosphoramidite complex, was developed. This protocol provided a highly enantioselective access to prepare carbonyl substituted cyclohexa-1,4-dienes with up to 96% yield and >99% ee. Notably, a cycloaddition on the 10 g scale gave the product in 92% yield and with 99% ee, which showed great potential for the scale-up synthesis of carbonyl substituted cyclohexa-1,4-dienes. In addition, oxidative aromatizations and hydrolysis of the products were also investigated.

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