(R)-5-(oxiran-2-ylmethoxy)quinoline

Base Information

• Chemical Name: (R)-5-(oxiran-2-ylmethoxy)quinoline
• CAS No.: 145679-40-9
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.22100
• Hs Code.: 2933499090
• Mol file: 145679-40-9.mol

Synonyms:5-[[(2R)-oxiran-2-yl]methoxy]quinoline;

Chemical Property of (R)-5-(oxiran-2-ylmethoxy)quinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 361.394oC at 760 mmHg
• Flash Point: 131.845oC
• PSA: 34.65000
• Density: 1.249g/cm3
• LogP: 2.01240

Purity/Quality:

99.3% ^*data from raw suppliers

(R)-5-Oxiranylmethoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-5-(oxiran-2-ylmethoxy)quinoline can be used in the preparation of piperidine derivatives.

Technology Process of (R)-5-(oxiran-2-ylmethoxy)quinoline

There total 4 articles about (R)-5-(oxiran-2-ylmethoxy)quinoline 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: 74.0%

quinolin-5-ol (578-67-6) + (2R)-3-(2-nitrobenzenesulfonyloxy)-1,2-epoxypropane (86132-70-9) → 5-[(2R)-oxiranylmethoxy]-quinoline (145679-40-9)

Guidance literature:

quinolin-5-ol; With potassium tert-butylate; In tetrahydrofuran; at 20 - 25 ℃; for 1h;

(2R)-3-(2-nitrobenzenesulfonyloxy)-1,2-epoxypropane; In tetrahydrofuran; at 23 - 26 ℃; for 16h;

DOI:10.1021/jo049051v

Reference yield: 67.0%

quinolin-5-ol (578-67-6) + (R)-glycidyl nosylate (115314-14-2,115314-17-5) → 5-[(2R)-oxiranylmethoxy]-quinoline (145679-40-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 20h;

DOI:10.3762/bjoc.8.193

Reference yield:

quinolin-5-ol (578-67-6) + aqueous ammonium acetate → 5-[(2R)-oxiranylmethoxy]-quinoline (145679-40-9)

Guidance literature:

With magnesium sulfate; potassium carbonate; In n-heptane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

quinolin-5-ol

(2R)-3-(2-nitrobenzenesulfonyloxy)-1,2-epoxypropane

(R)-glycidyl nosylate

Downstream raw materials:

(2R)-1-[4-(diphenylamino)piperidin-1-yl]-3-(quinolin-5-yloxy)propan-2-ol

(2R)-1-{4-[bis(4-methylphenyl)amino]piperidin-1-yl}-3-(quinolin-5-yloxy)propan-2-ol

(2R)-1-{4-[bis(4-fluorophenyl)amino]piperidin-1-yl}-3-(quinolin-5-yloxy)propan-2-ol

(2R)-1-{(2R,3R)-2,3-diphenyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl}-3-(quinolin-5-yloxy)propan-2-ol

Refernces

• 1、 Barnett, Charles J.,Huff, Bret,Kobierski, Michael E.,Letourneau, Michael,Wilson, Thomas M.. "Stereochemistry of C-6 nucleophilic displacements on 1,1- difluorocyclopropyldibenzosuberanyl substrates. An improved synthesis of multidrug resistance modulator LY335979 trihydrochloride". . p. 7653 - 7660. Retrieved 2007/10/03.
• 2、 -. "Process for preparing a 10,11-methanodibenzosuberane derivative". . . Retrieved 2008/06/13.