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CyclohexylMethyl N-tosyloxycarbaMate is a chemical compound that serves as a protecting group for amines in organic synthesis. It is derived from cyclohexylmethylamine and p-toluenesulfonyl chloride, offering stability and ease of removal under mild reaction conditions. This makes it a valuable tool in organic synthesis for the protection and deprotection of amine groups in complex molecules, and an important reagent in medicinal chemistry and drug development where selective amine protection is crucial.

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  • 869111-41-1 Structure
  • Basic information

    1. Product Name: CyclohexylMethyl N-tosyloxycarbaMate
    2. Synonyms: CyclohexylMethyl N-tosyloxycarbaMate;tert-butyl tosyloxycarbaMate;[[(4-Methylphenyl)sulfonyl]oxy]carbamic acid cyclohexylmethyl ester
    3. CAS NO:869111-41-1
    4. Molecular Formula: C15H21NO5S
    5. Molecular Weight: 327.39594
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 869111-41-1.mol
    9. Article Data: 2
  • Chemical Properties

    1. Melting Point: 89-91℃
    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: CyclohexylMethyl N-tosyloxycarbaMate(CAS DataBase Reference)
    10. NIST Chemistry Reference: CyclohexylMethyl N-tosyloxycarbaMate(869111-41-1)
    11. EPA Substance Registry System: CyclohexylMethyl N-tosyloxycarbaMate(869111-41-1)
  • 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: 869111-41-1(Hazardous Substances Data)

869111-41-1 Usage

Uses

Used in Organic Synthesis:
CyclohexylMethyl N-tosyloxycarbaMate is used as a protecting group for amines to prevent unwanted reactions during the synthesis of complex organic molecules. Its stability and ease of removal under mild conditions make it an effective tool for amine protection and deprotection.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, CyclohexylMethyl N-tosyloxycarbaMate is used as a selective protecting agent for amine functional groups. This is crucial for the development of drugs where the selective protection and deprotection of amine groups can influence the pharmacological properties and activity of the compound.
Used in Drug Development:
CyclohexylMethyl N-tosyloxycarbaMate plays a significant role in drug development, where it is employed to protect amine groups during the synthesis of pharmaceutical compounds. Its ability to be easily removed under mild conditions allows for the precise control of amine exposure, which is essential for the synthesis of biologically active molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 869111-41-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,6,9,1,1 and 1 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 869111-41:
(8*8)+(7*6)+(6*9)+(5*1)+(4*1)+(3*1)+(2*4)+(1*1)=181
181 % 10 = 1
So 869111-41-1 is a valid CAS Registry Number.

869111-41-1SDS

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 cyclohexylmethyl N-tosyloxycarbamate

1.2 Other means of identification

Product number -
Other names cyclohexylmethyl tosyloxycarbamate

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 -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:869111-41-1 SDS

869111-41-1Relevant articles and documents

N-tosyloxycarbamates as a source of metal nitrenes: Rhodium-catalyzed C-H insertion and aziridination reactions

Lebel, Helene,Huard, Kim,Lectard, Sylvain

, p. 14198 - 14199 (2007/10/03)

The rhodium-catalyzed decomposition of N-tosyloxycarbamates to generate metal nitrenes which undergo intramolecular C-H insertion or aziridination reaction is described. Aliphatic N-tosyloxycarbamates produce oxazolidinones with high yields and stereospecificity through insertion in benzylic, tertiary, and secondary C-H bonds. Intramolecular aziridination occurs with allylic N-tosyloxycarbamates to produce aziridines as single diastereomers. The reaction proceeds at room temperature using a rhodium catalyst and an excess of potassium carbonate and does not require the use of strong oxidant, such as hypervalent iodine reagents. A rhodium nitrene species is presumably involved, as both reactions are stereospecific. Copyright

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