R-Bupranolol

Base Information

• Chemical Name: R-Bupranolol
• CAS No.: 61877-83-6
• Molecular Formula: C14H22ClNO2
• Molecular Weight: 271.78300
• Mol file: 61877-83-6.mol

Synonyms:

Chemical Property of R-Bupranolol

Chemical Property:

• PSA: 41.49000
• LogP: 3.16710

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of R-Bupranolol

There total 13 articles about R-Bupranolol 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: 99.0%

(R)-1-(2-chloro-5-methylphenoxy)-2,3-epoxypropane + tert-butylamine (75-64-9) → (+)-Bupranolol (61877-83-6,38104-34-6)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 4 ℃; for 25h; Inert atmosphere;

DOI:10.1016/j.molstruc.2018.06.079

Reference yield: 99.0%

2-chloro-5-methylphenol (615-74-7) + tert-butylamine (75-64-9) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → bupranolol (14556-46-8,61877-83-6,38104-34-6)

Guidance literature:

With sodium hydroxide; In water; at 50 ℃; for 5h;

DOI:10.1016/j.molstruc.2018.06.079

Reference yield: 99.0%

(S)-1-(2-chloro-5-methylphenoxy)-2,3-epoxypropane + tert-butylamine (75-64-9) → (-)-Bupranolol (61877-83-6,38104-34-6)

Guidance literature:

In ethanol; for 6h; Reflux;

DOI:10.1016/j.molstruc.2018.06.079

upstream raw materials:

1,2-epoxy-3-[2-chloro-5-methylphenoxy]propane

tert-butylamine

2-chloro-5-methylphenol

epichlorohydrin

Downstream raw materials:

3-(2-Chloro-5-methyl-phenoxy)-2-[(Z)-hydroxyimino]-propionaldehyde oxime

3-(2-Chloro-5-methyl-phenoxy)-2-[(E)-hydroxyimino]-propionaldehyde oxime

1-tert-Butylamino-3-(2-chloro-5-methyl-phenoxy)-propan-2-one oxime

1-tert-Butylamino-3-(2-chloro-5-methyl-phenoxy)-propan-2-one oxime

Refernces

• 1、 Nobuta, Tomoya,Xiao, Guozhi,Ghislieri, Diego,Gilmore, Kerry,Seeberger, Peter H.. "Continuous and convergent access to vicinyl amino alcohols". supporting information. p. 15133 - 15136. Retrieved 2015/10/12.
• 2、 -. "THERAPY FOR COMPLICATIONS OF DIABETES". . . Retrieved 2009/07/02.