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4-N-Cbz-cyclohexanone is a chemical compound that features a cyclohexanone ring with a Cbz (carboxybenzyl) group attached to the nitrogen atom at the 4 position. 4-N-Cbz-cyclohexanone is known for its role as a reagent in organic synthesis, especially in the creation of amine compounds, where the Cbz group serves as a protective agent for the amine functional group, facilitating selective reactions.

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  • 16801-63-1 Structure
  • Basic information

    1. Product Name: 4-N-Cbz-cyclohexanone
    2. Synonyms: (4-OXOCYCLOHEXYL)CARBAMIC ACID BENZYL ESTER;4-N-CBZ-AMINO-CYCLOHEXANONE;4-N-CBZ-CYCLOHEXANONE;4-CARBOBENZOXY-AMINO-CYCLOHEXANONE;N-CBZ-4-AMINO-CYCLOHEXANONE ;(4-OXOCYCLOHEXYL)CARBAMIC ACID BENZYL ESTER, 95+%;4-(Benzyloxycarbonylamino)cyclohexanone, 97%;(4-Oxocyclohexyl)carbamic acid benzyl ester, 4-(Benzyloxycarbonylamino)cyclohexanone, Benzyl 4-oxocyclohexylcarbamate
    3. CAS NO:16801-63-1
    4. Molecular Formula: C14H17NO3
    5. Molecular Weight: 247.29
    6. EINECS: N/A
    7. Product Categories: pharmacetical;API intermediates
    8. Mol File: 16801-63-1.mol
  • Chemical Properties

    1. Melting Point: 86-87°C
    2. Boiling Point: 427.3 °C at 760 mmHg
    3. Flash Point: 212.2 °C
    4. Appearance: /
    5. Density: 1.17 g/cm3
    6. Vapor Pressure: 1.66E-07mmHg at 25°C
    7. Refractive Index: 1.55
    8. Storage Temp.: Inert atmosphere,Room Temperature
    9. Solubility: N/A
    10. PKA: 11.98±0.20(Predicted)
    11. CAS DataBase Reference: 4-N-Cbz-cyclohexanone(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-N-Cbz-cyclohexanone(16801-63-1)
    13. EPA Substance Registry System: 4-N-Cbz-cyclohexanone(16801-63-1)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 16801-63-1(Hazardous Substances Data)

16801-63-1 Usage

Uses

Used in Organic Synthesis:
4-N-Cbz-cyclohexanone is used as a reagent for the synthesis of amine compounds, where it provides protection to the amine functional group, enabling selective reactions to occur.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-N-Cbz-cyclohexanone is utilized in the synthesis of specific drugs. Its stability and ease of use in synthetic processes make it a valuable tool for chemists and researchers involved in drug development.

Check Digit Verification of cas no

The CAS Registry Mumber 16801-63-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,8,0 and 1 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16801-63:
(7*1)+(6*6)+(5*8)+(4*0)+(3*1)+(2*6)+(1*3)=101
101 % 10 = 1
So 16801-63-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H17NO3/c16-13-8-6-12(7-9-13)15-14(17)18-10-11-4-2-1-3-5-11/h1-5,12H,6-10H2,(H,15,17)

16801-63-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (H26015)  4-(Benzyloxycarbonylamino)cyclohexanone, 97%   

  • 16801-63-1

  • 1g

  • 626.0CNY

  • Detail
  • Alfa Aesar

  • (H26015)  4-(Benzyloxycarbonylamino)cyclohexanone, 97%   

  • 16801-63-1

  • 5g

  • 2200.0CNY

  • Detail
  • Aldrich

  • (694541)  N-Cbz-4-aminocyclohexanone  97%

  • 16801-63-1

  • 694541-1G

  • 808.47CNY

  • Detail
  • Aldrich

  • (694541)  N-Cbz-4-aminocyclohexanone  97%

  • 16801-63-1

  • 694541-5G

  • 2,678.13CNY

  • Detail

16801-63-1Relevant articles and documents

An alkoxyamine compound, alkoxy alcohol oxidation catalyst and method of using the alcohol oxidation

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Paragraph 0096; 0099-0100, (2017/02/02)

PROBLEM TO BE SOLVED: To provide a novel alkoxyamine compound which can be easily manufactured and applied suitably as an alcohol oxidation catalyst capable of exerting sufficiently high catalytic activity in oxidation of primary and secondary alcohols.SOLUTION: There is provided an alkoxyamine compound with a homoadamantane skeleton represented by the general formula (1) in the figure. [In the formula (1), Rand Rare each independently any one selected from the group consisting of a hydrogen atom and alkyl groups that may be substituted.

IRAK INHIBITORS AND USES THEREOF

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Paragraph 00288; 00290, (2015/11/16)

The present invention provides quinazoline and quinoline compounds, compositions thereof, and methods of using the same. Also disclosed is the activity of such compounds as inhibitors of IRAK enzymes.

Highly efficient aerobic oxidation of alcohols by using less-hindered nitroxyl-radical/copper catalysis: Optimum catalyst combinations and their substrate scope

Sasano, Yusuke,Kogure, Naoki,Nishiyama, Tomohiro,Nagasawa, Shota,Iwabuchi, Yoshiharu

, p. 1004 - 1009 (2015/03/31)

The oxidation of alcohols into their corresponding carbonyl compounds is one of the most fundamental transformations in organic chemistry. In our recent report, 2-azaadamantane N-oxyl (AZADO)/copper catalysis promoted the highly chemoselective aerobic oxidation of unprotected amino alcohols into amino carbonyl compounds. Herein, we investigated the extension of the promising AZADO/copper-catalyzed aerobic oxidation of alcohols to other types of alcohol. During close optimization of the reaction conditions by using various alcohols, we found that the optimum combination of nitroxyl radical, copper salt, and solution concentration was dependent on the type of substrate. Various alcohols, including highly hindered and heteroatom-rich ones, were efficiently oxidized into their corresponding carbonyl compounds under mild conditions with lower amounts of the catalysts.

FLT3 INHIBITORS AND USES THEREOF

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Paragraph 00693; 00695, (2014/12/12)

The present invention provides methods of using compounds of formula I: or compositions thereof for the inhibition of FLT3, and the treatment of FLT3-mediated disorders.

Mechanistic insight into aerobic alcohol oxidation using NOx-nitroxide catalysis based on catalyst structure-activity relationships

Shibuya, Masatoshi,Nagasawa, Shota,Osada, Yuji,Iwabuchi, Yoshiharu

, p. 10256 - 10268 (2015/02/19)

The mechanism of an NOx-assisted, nitroxide(nitroxyl radical)-catalyzed aerobic oxidation of alcohols was investigated using a set of sterically and electronically modified nitroxides (i.e., TEMPO, AZADO (1), 5-F-AZADO (2), 5,7-DiF-AZADO (3), 5-MeO-AZADO (4), 5,7-DiMeO-AZADO (5), oxa-AZADO (6), TsN-AZADO (7), and DiAZADO (8)). The motivation for the present study stemmed from our previous observation that the introduction of an F atom at a remote position from the nitroxyl radical moiety on the azaadamantane nucleus effectively enhanced the catalytic activity under typical NOx-mediated aerobic-oxidation conditions. The kinetic profiles of the azaadamantane-N-oxyl-[AZADO (1)-, 5-F-AZADO (2)-, and 5,7-DiF-AZADO (3)]-catalyzed aerobic oxidations were closely investigated, revealing that AZADO (1) showed a high initial reaction rate compared to 5-F-AZADO (2) and 5,7-DiF-AZADO (3); however, AZADO-catalyzed oxidation exhibited a marked slowdown, resulting in ~90% conversion, whereas 5-F-AZADO-catalyzed oxidation smoothly reached completion without a marked slowdown. The reasons for the marked slowdown and the role of the fluoro group are discussed. Oxa-AZADO (6), TsN-AZADO (7), and DiAZADO (8) were designed and synthesized to confirm their comparable catalytic efficiency to that of 5-F-AZADO (2), providing supporting evidence for the electronic effect on the catalytic efficiency of the heteroatoms under NOx-assisted aerobic-oxidation conditions.

3-methyl-4-oxa-5-azahomoadamantane: Alkoxyamine-type organocatalyst for alcohol oxidation

Sasano, Yusuke,Murakami, Keiichi,Nishiyama, Tomohiro,Kwon, Eunsang,Iwabuchi, Yoshiharu

supporting information, p. 12624 - 12627 (2013/12/04)

Strong, silent type: A novel alkoxyamine-type organocatalyst has been discovered for alcohol oxidation (see scheme). The alkoxyamine exhibits a high catalytic activity for the oxidation of alcohols to afford the corresponding carbonyl compounds in high yield by oxidative transformation into an oxoammonium ion, which is proposed to serve as an active species. Copyright

METHOD FOR OXIDIZING ALCOHOLS

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Paragraph 0101; 0102, (2013/06/05)

A method for oxidizing an alcohol, wherein oxidation is performed in the presence of a compound represented by the following formula (I) and a bulk oxidant, which enables efficient oxidation of secondary alcohols as well as primary alcohols, and can attain high reaction efficiency even when air is used as a bulk oxidant.

Highly efficient Cu(I)-catalyzed oxidation of alcohols to ketones and aldehydes with diaziridinone

Zhu, Yingguang,Zhao, Baoguo,Shi, Yian

supporting information, p. 992 - 995 (2013/04/10)

A novel and efficient Cu(I)-catalyzed oxidation of alcohols has been achieved with di-tert-butyldiaziridinone as the oxidant under mild conditions. A wide variety of primary and secondary alcohols with various functional groups can be oxidized to aldehydes and ketones in high yields. The reaction proceeds under neutral conditions making it compatible with acid- or base-sensitive substrates, and it is amenable to gram scale.

Oxidation of alcohols to carbonyl compounds with diisopropyl azodicarboxylate catalyzed by nitroxyl radicals

Hayashi, Masaki,Shibuya, Masatoshi,Iwabuchi, Yoshiharu

experimental part, p. 3005 - 3009 (2012/05/04)

A nitroxyl-radical-catalyzed oxidation of alcohols using diisopropyl azodicarboxylate (DIAD) as the terminal oxidantis reported. A variety of primary and secondary alcohols including aliphatic, benzylic, and allylic alcohols are efficiently oxidized to their corresponding aldehydes and ketones without overoxidation to carboxylic acid. 1,2-Diols are oxidized to hydroxyl ketones or diketones depending on the amount of DIAD used.

Synthesis and solution properties of pH responsive methoxy poly(ethylene glycol)-b-poly(γ-amino-ε-caprolactone)

Liu, Jianjing,Zhang, Yan,Yan, Jinliang,Lang, Meidong

scheme or table, p. 6677 - 6682 (2011/10/13)

A series of water-soluble and cationic methoxy poly(ethylene glycol)-b-poly(γ-amino-ε-caprolactone) (mPEG-b-PACL) has been synthesized via ring opening polymerization of γ-(carbamic acid benzyl ester)-ε-caprolactone (γCABεCL) using mPEG as a macroinitiato

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