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10,14-Retro-retinyl tert-butyldimethylsilyl ether is a complex organic compound derived from retinol, a form of vitamin A. It is characterized by a unique structure where the double bonds at the 10 and 14 positions are in a retro configuration, meaning they are shifted one carbon back from the typical all-trans configuration found in retinol. 10,14-retro-retinyl tert-butyldimethylsilyl ether is often used in chemical research and synthesis due to its stability and reactivity. The tert-butyldimethylsilyl (TBDMS) group is a protecting group that is commonly used in organic synthesis to shield hydroxyl groups from unwanted reactions. In the context of 10,14-retro-retinyl tert-butyldimethylsilyl ether, the TBDMS group is attached to the hydroxyl group, providing stability and selectivity in chemical reactions. 10,14-retro-retinyl tert-butyldimethylsilyl ether is of interest in the field of medicinal chemistry and may have potential applications in the development of new drugs and therapies.

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  • 74722-99-9 Structure
  • Basic information

    1. Product Name: 10,14-retro-retinyl tert-butyldimethylsilyl ether
    2. Synonyms: 10,14-retro-retinyl tert-butyldimethylsilyl ether
    3. CAS NO:74722-99-9
    4. Molecular Formula:
    5. Molecular Weight: 400.72
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 74722-99-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 10,14-retro-retinyl tert-butyldimethylsilyl ether(CAS DataBase Reference)
    10. NIST Chemistry Reference: 10,14-retro-retinyl tert-butyldimethylsilyl ether(74722-99-9)
    11. EPA Substance Registry System: 10,14-retro-retinyl tert-butyldimethylsilyl ether(74722-99-9)
  • 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: 74722-99-9(Hazardous Substances Data)

74722-99-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 74722-99-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,7,2 and 2 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 74722-99:
(7*7)+(6*4)+(5*7)+(4*2)+(3*2)+(2*9)+(1*9)=149
149 % 10 = 9
So 74722-99-9 is a valid CAS Registry Number.

74722-99-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 10,14-retro-retinyl tert-butyldimethylsilyl ether

1.2 Other means of identification

Product number -
Other names -

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

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More Details:74722-99-9 SDS

74722-99-9Relevant articles and documents

Thermal Sigmatropic Rearrangements of Vinylallenes Leading to 11-cis-Retinoids and the Novel Properties of 9-cis,11-cis,13-cis-Retinal and 11-cis,13-cis-Retinal

Knudsen, Christopher G.,Chandraratna, Roshantha A. S.,Walkeapaeae, Leslie P.,Chauhan, Yeshpal S.,Carey, Stephen C.,et al.

, p. 1626 - 1631 (2007/10/02)

The thermally induced sigmatropic hydrogen shift of vinylallene 5 provided a route to highly hindered 11-cis-retinoids.The coupling ot the hetero cuprate 14 with the propargyl benzoate 13b gave the vinylallene 5, which upon heating (69 deg C, 2 h) gave three geometrically isomeric retinoids: 11-sis (8), 11-cis,13-cis (9), and 9-cis,11-cis,13-cis (11).The fourth possible geometric isomer, 9-cis,11-cis (10), was unstable to the conditions of thermolysis and underwent further electrocyclizations to the tricyclic compound 22.The thermal rearramgement of 9,10-allene 5, though highly specific for the formation of 11-cis-retinoids, exhibits no selectivity in the formation of Δ9 and Δ13 double bonds.The highly hindered 11-cis,13-cis- and 9-cis,11-cis,13-cis-retinals, 9b and 11b, exhibit extraordinary electronic absorption spectra in that they exhibit their main maxima (302 nm) actually to the blue of the corresponding alcohols.The retinals 9b and 11b were thermally unstable and underwent clean isomerization to 13-cis-retinal and 9-cis,13-cis-retinal, respectively.

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