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(7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol is a complex organic compound characterized by its unique spirocycle structure and functional groups. It is an intermediate in the synthesis of Mesembrine (M338950), a naturally occurring serotonin-uptake inhibitor.

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  • (7R,8S)-8-(3,4-Dimethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol

    Cas No: 866394-48-1

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  • 866394-48-1 Structure
  • Basic information

    1. Product Name: (7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol
    2. Synonyms: (7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol
    3. CAS NO:866394-48-1
    4. Molecular Formula: C19H26O5
    5. Molecular Weight: 334.40674
    6. EINECS: N/A
    7. Product Categories: Aromatics, Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
    8. Mol File: 866394-48-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 477.2±45.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.18±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: Chloroform, Ethyl Acetate
    9. PKA: 14.89±0.40(Predicted)
    10. CAS DataBase Reference: (7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol(CAS DataBase Reference)
    11. NIST Chemistry Reference: (7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol(866394-48-1)
    12. EPA Substance Registry System: (7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol(866394-48-1)
  • 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: 866394-48-1(Hazardous Substances Data)

866394-48-1 Usage

Uses

Used in Pharmaceutical Industry:
(7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol is used as an intermediate in the synthesis of Mesembrine (M338950) for its serotonin-uptake inhibitory properties. This makes it a valuable compound in the development of potential antidepressant and anxiolytic medications, as it can help regulate mood and alleviate symptoms of depression and anxiety.
Used in Research and Development:
As a key intermediate in the synthesis of Mesembrine, (7R,8S)-8-(3,4-DiMethoxyphenyl)-8-(2-propen-1-yl)-1,4-dioxaspiro[4.5]decan-7-ol plays a crucial role in research and development efforts aimed at understanding the mechanisms of action and potential therapeutic applications of Mesembrine. This can lead to the discovery of new drugs and treatments for various mental health disorders.

Check Digit Verification of cas no

The CAS Registry Mumber 866394-48-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,6,6,3,9 and 4 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 866394-48:
(8*8)+(7*6)+(6*6)+(5*3)+(4*9)+(3*4)+(2*4)+(1*8)=221
221 % 10 = 1
So 866394-48-1 is a valid CAS Registry Number.

866394-48-1Relevant articles and documents

Opening of aryl-substituted epoxides to form quaternary stereogenic centers: Synthesis of (-)-mesembrine

Taber, Douglass F.,He, Yigang

, p. 7711 - 7714 (2007/10/03)

Cycloalkanones are easily converted into aryl-substituted cyclic alkenes by the addition of an aryl Grignard reagent followed by dehydration. These alkenes are good substrates for asymmetric epoxidation. We have found that the addition of allylic and benzylic Grignard reagents can occur preferentially at the benzylic position of the derived epoxides to give the quaternary stereogenic center. This approach led to a short synthesis of the nanomolar serotonin re-uptake inhibitor (-)-mesembrine.

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