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891782-29-9

(R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide is a chemical compound belonging to the class of sulfinamides, known for their diverse biological activities. It is a derivative of cyclopentylidene-2-methylpropane-2-amine and has potential pharmaceutical applications. (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide serves as a chiral auxiliary in organic synthesis and has been studied for its use as a chiral ligand in asymmetric synthesis and as a building block for creating biologically active compounds. It also shows promise in medicinal chemistry, particularly in the development of new pharmaceutical agents.

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  • 891782-29-9 Structure

  • Basic information

    1. Product Name: (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide
    2. Synonyms: (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide
    3. CAS NO:891782-29-9
    4. Molecular Formula: C9H17NOS
    5. Molecular Weight: 187.30238
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 891782-29-9.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide(CAS DataBase Reference)
    10. NIST Chemistry Reference: (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide(891782-29-9)
    11. EPA Substance Registry System: (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide(891782-29-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 891782-29-9(Hazardous Substances Data)

891782-29-9 Usage

Uses

Used in Organic Synthesis:
(R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide is used as a chiral auxiliary for enhancing the selectivity and efficiency of various organic reactions. Its unique structure allows for better control over the stereochemistry of the synthesized products, which is crucial in the development of enantiomerically pure compounds.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide is used as a chiral ligand to induce enantioselectivity in catalytic reactions. This application is important for the production of optically active compounds, which are often required in the pharmaceutical industry for their specific biological activities.
Used in Medicinal Chemistry:
(R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide is used as a building block in the preparation of biologically active compounds. Its structural features make it a valuable component in the design and synthesis of new pharmaceutical agents, potentially leading to the development of novel drugs with improved efficacy and selectivity.
Used in Drug Development:
In the pharmaceutical industry, (R)-N-cyclopentylidene-2-methylpropane-2-sulfinamide is utilized for the development of new drugs. Its potential applications range from acting as a chiral auxiliary to being a key component in the synthesis of biologically active molecules, contributing to the advancement of therapeutic options for various medical conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 891782-29-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,9,1,7,8 and 2 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 891782-29:
(8*8)+(7*9)+(6*1)+(5*7)+(4*8)+(3*2)+(2*2)+(1*9)=219
219 % 10 = 9
So 891782-29-9 is a valid CAS Registry Number.

891782-29-9Downstream Products

891782-29-9Relevant articles and documents

Stereoselective Installation of Five Contiguous Stereogenic Centers in a Double Aldol-Tishchenko Cascade and Evaluation of the Key Transition State through DFT Calculation

MacKey, Pamela,Turlik, Aneta,Ando, Kaori,Light, Mark E.,Houk,McGlacken, Gerard P.

supporting information, p. 6372 - 6376 (2021/09/02)

The stereoselective formation of 5 contiguous chiral centers in a single pot reaction is demonstrated using an aldol, aldol-Tishchenko reaction of N-tert-butyl sulfinimines. One diastereoisomer (from 32 possibilities) predominates, and a series of cyclic and acyclic 3-amino-1,5-diol derivatives are synthesized in good yields (up to 80%) and excellent diastereoselectivities (up to >98:2 dr). Investigations support two reversible aldol steps, and multiple intermediates which are funnelled through a remarkably selective, irreversible, Tishchenko reduction, in a Curtin-Hammett phenomenon. DFT calculations using a disolvated (THF) model reveal the factors controlling stereoselectivity in the final irreversible Tishchenko step.

Asymmetric Synthesis of Pyrrolidine-Containing Chemical Scaffolds via Tsuji–Trost Allylation of N-tert-Butanesulfinyl Imines

Dawood, Rafid S.,Georgiou, Irene,Wilkie, Ross P.,Lewis, William,Stockman, Robert A.

supporting information, p. 11153 - 11158 (2017/08/22)

A simple and efficient asymmetric synthesis of novel sp3-rich pyrrolidine chemical scaffolds over five steps starting from simple ketones is described. Key steps involve the use of tert-butanesulfinamide as a chiral auxiliary to perform an asym

FUSED HEXACYCLIC IMIDAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

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Page/Page column 103, (2017/11/01)

A series of substituted fused hexacyclic benzimidazole derivatives, and analogues thereof, being potent modulators of human TNFα activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

Palladium-catalysed α-allylation of chiral sulfinimines derived from symmetric cyclic ketones

Li, Jiangnan,Dawood, Rafid S.,Qin, Shuanglin,Liu, Tongtong,Liu, Shuangwei,Stockman, Robert A.,Jiang, Shende,Yang, Guang

, p. 1146 - 1150 (2017/03/02)

A diastereoselective mono-allylation reaction at the α-position of symmetric cyclic ketones by using tert-butanesulfinamide as a chiral auxiliary is explored. Excellent yields and high diastereomeric ratios were achieved under palladium(0) catalysis in th

Direct synthesis of chiral aziridines from N-tert-butyl-sulfinylketimines

Morton, Daniel,Pearson, David,Field, Robert A.,Stockman, Robert A.

, p. 1833 - 1835 (2008/03/13)

The direct preparation of a range of variously substituted chiral tert-butylsulfinylketimines was achieved in good yield (41-90%), with relatively rapid reaction times (4-15 hours); their synthetic application was examined through the reaction with the yl

Preparation of cyclic N-tert-butylsulfonyl enamines by Rh(II)-mediated ring expansion of α-diazoesters

Chen, Shufeng,Zhao, Yonghua,Wang, Jianbo

, p. 1705 - 1710 (2007/10/03)

The anion derived from ethyl diazoacetate adds to N-tert-butylsulfonyl ketimines to give β-tert-butylsulfonylamino α-diazoesters, which are further transformed into cyclic enamines by treatment with Rh 2(OAc)4, through 1,2-C-C bond m

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