(3-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: (3-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER
• CAS No.: 885280-38-6
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.277
• Hs Code.: 2924299090
• Mol file: 885280-38-6.mol

Synonyms:Carbamicacid, (3-oxocyclohexyl)-, 1,1-dimethylethyl ester (9CI);(3-Oxocyclohexyl)carbamic acid tert-butyl ester;3-(((tert-Butoxy)carbonyl)amino)cyclohexanone;

Chemical Property of (3-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER

Chemical Property:

• Refractive Index: 1.474
• Boiling Point: 335.9 °C at 760 mmHg
• PKA: 12.01±0.20(Predicted)
• Flash Point: 157 °C
• PSA: 55.40000
• Density: 1.06 g/cm³
• LogP: 2.41370
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-N-Boc-aminocyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3-Oxocyclohexyl)carbamic Acid tert-Butyl Ester is used to prepare (benzyloxy)benzamides as TRPM8 antagonists.

Technology Process of (3-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER

There total 5 articles about (3-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

tert-butyl N-(3-hydroxycyclohexyl)carbamate (610302-03-9,1425253-99-1,1638744-95-2) → (3-oxo-cyclohexyl)-carbamic acid tert-butyl ester (885280-38-6,1803033-61-5,1383797-87-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h; Cooling with ice;

Reference yield: 68.0%

cyclohexenone (930-68-7) + tert-butyl carbazate (4248-19-5) → (3-oxo-cyclohexyl)-carbamic acid tert-butyl ester (885280-38-6,1803033-61-5,1383797-87-2)

Guidance literature:

With bismuth (III) nitrate pentahydrate;

DOI:10.1021/acs.joc.8b00207

Reference yield: 40.0%

tert-butyl cyclohexylcarbamate (3712-40-1) → (3-oxo-cyclohexyl)-carbamic acid tert-butyl ester (885280-38-6,1803033-61-5,1383797-87-2)

Guidance literature:

With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 25 ℃; for 2h;

DOI:10.1021/ol2016466

upstream raw materials:

cyclohexenone

tert-butyl carbazate

tert-butyl cyclohexylcarbamate

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₆H₂₉N₃O₄

N'-(3-tert-butoxycarbonylamino-cyclohexyl)-hydrazinecarboxylic acid tert-butyl ester

methyl-[3-(4-methylpiperazin-1-yl)cyclohexyl]amine

(3-methylenecyclohexyl)carbamic acid tert-butyl ester

Refernces

• 1、 -. "SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE". Page/Page column 736. . Retrieved 2016/04/10.
• 2、 Brown, Alan,Ellis, David,Favor, David A.,Kirkup, Tony,Klute, Wolfgang,MacKenny, Malcolm,McMurray, Gordon,Stennett, Adam. "Serendipity in drug-discovery: A new series of 2-(benzyloxy)benzamides as TRPM8 antagonists". . p. 6118 - 6122. Retrieved 2013/11/06.