145106-47-4

Basic information

• Product Name: (2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: (2-Oxocyclohexyl)carbamic acid tert-butyl ester;(S)-tert-butyl 2-oxocyclohexylcarbamate;(S)-N-Boc-2-aMinocyclohexanone;S-(2-Oxocyclohexyl)carbamic acid tert-butyl ester
• CAS NO: 145106-47-4
• Molecular Formula: C₁₁H₁₉NO₃
• Molecular Weight: 213.27
• Mol File: 145106-47-4.mol

Chemical Properties

• Boiling Point: 335.9°C at 760 mmHg
• Flash Point: 157°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 0.000116mmHg at 25°C
• Refractive Index: 1.474
• Storage Temp.: 2-8°C
• PKA: 11.18±0.20(Predicted)
• CAS DataBase Reference: (2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER(145106-47-4)
• EPA Substance Registry System: (2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER(145106-47-4)

Safety Data

• Hazardous Substances Data: 145106-47-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, (2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER is utilized as a precursor in the synthesis of pharmaceuticals and biologically active compounds, playing a crucial role in the development of new drugs.
Used in Medicinal Chemistry:
(2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER is used in the field of medicinal chemistry, particularly for drug discovery and development, due to its potential to contribute to the creation of novel therapeutic agents.
Used in Drug Development:
In the drug development industry, (2-OXO-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER is employed as a key intermediate in the synthesis of potential drug candidates, aiding in the advancement of new treatment options for various diseases and conditions.

InChI:InChI=1/C11H19NO3/c1-11(2,3)15-10(14)12-8-6-4-5-7-9(8)13/h8H,4-7H2,1-3H3,(H,12,14)

Upstream product

• 121282-70-0 (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 931-15-7 (1S,2S)-trans-2-aminocyclohexanol 

Downstream Products

• 1382465-51-1 (S)-2-amino-cyclohexanone-(E)-O-methyl-oxime hydrochloride 
• 1382465-22-6 4-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid {(S)-2-[(E)-methoxyimino]-cyclohexyl}-amide 
• 1382465-23-7 6-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid {(S)-2-[(E)-methoxyimino]-cyclohexyl}-amide 

Relevant articles and documents

COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS

The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.

Synthesis of enantiopure N-tert-butoxycarbonyl-2-aminocycloalkanones

A route to enantiomerically pure N-tert-butoxycarbonyl-2-aminocycloalkanones (ring size: 5-8 membered) from the corresponding cycloalkene oxides is described. The procedure involves (1) aminolysis with (S)-α-methylbenzylamine/Me3Al and chromatographic separation of diastereomers, (2) hydrogenolysis to afford the trans-2-aminocycloalkanols, (3) tert-butoxycarbonyl (Boc) protection, and (4) PCC oxidation.