(+)-Penbutolol

Base Information

• Chemical Name: (+)-Penbutolol
• CAS No.: 38363-41-6
• Molecular Formula: C₁₈H₂₉NO₂
• Molecular Weight: 291.434
• DSSTox Substance ID: DTXSID00191720
• Nikkaji Number: J428.530A
• Wikidata: Q83064302
• Mol file: 38363-41-6.mol

Synonyms:(+)-Penbutolol;Isopenbutolol;38363-41-6;D-PENBUTOLOL;R-(+)-Isopenbutolol;(2r)-1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol;CCRIS 2854;2-Propanol, 1-(2-cyclopentylphenoxy)-3-((1,1-dimethylethyl)amino)-, (R)-;(+)-Penbutolol ((R)-Penbutolol;(+)-Isopenbutolol);(R)-Penbutolol;(+)-Isopenbutolol;NCGC00016841-01;CAS-38363-32-5;SCHEMBL1652319;DTXSID00191720;2-Propanol, 1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-, (2S)-;CHEBI:180966;AKOS040740652;HY-116790A;MS-24164;LS-121999;CS-0082785

Chemical Property of (+)-Penbutolol

Chemical Property:

• Vapor Pressure: 1.87E-08mmHg at 25°C
• Boiling Point: 438.2°Cat760mmHg
• Flash Point: 218.8°C
• PSA: 41.49000
• Density: 1.03g/cm³
• LogP: 3.86290
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 291.219829168
• Heavy Atom Count: 21
• Complexity: 294

Purity/Quality:

99% ^*data from raw suppliers

(+)-Penbutolol((R)-Penbutolol;(+)-Isopenbutolol) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)NCC(COC1=CC=CC=C1C2CCCC2)O
• Isomeric SMILES: CC(C)(C)NC[C@H](COC1=CC=CC=C1C2CCCC2)O

Technology Process of (+)-Penbutolol

There total 25 articles about (+)-Penbutolol 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: 93.0%

(S)-5-(2-cyclopentylphenoxymethyl)-3-tert-butyl-2-oxazolidinone (90970-95-9) → (S)-penbutolol (38363-40-5,38363-41-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 73 ℃; for 8h;

Reference yield: 72.0%

tert-butylamine (75-64-9) + (R)-4-(2-Cyclopentyl-phenoxymethyl)-[1,3,2]dioxathiolane 2,2-dioxide (254430-81-4) → (S)-penbutolol (38363-40-5,38363-41-6)

Guidance literature:

tert-butylamine; (R)-4-(2-Cyclopentyl-phenoxymethyl)-[1,3,2]dioxathiolane 2,2-dioxide; In tetrahydrofuran; for 8h; Heating;

With sulfuric acid; water; In diethyl ether; for 12h;

DOI:10.1039/a902479d

Reference yield:

2-cyclopentylphenol (1518-84-9) → penbutolol (36507-48-9,38363-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H⁺

With hydrogen cation;

upstream raw materials:

2-(2-Cyclopentyl-phenoxymethyl)-oxirane

tert-butylamine

1-Chloro-3-(2-cyclopentyl-phenoxy)-propan-2-ol

2-cyclopentylphenol

Refernces

• 1、 -. "ANTIHYPERTENSIVE THERAPY". . . Retrieved 2009/09/08.
• 2、 Phukan, Prodeep,Sudalai, Arumugam. "Regioselective alkylation of phenol with cyclopentanol over montmorillonite K10: An efficient synthesis of l-(2-cyclopentylphenoxy)-3-[(l,l-dimethylethyl)amino]propan-2-ol {(S')-penbutolol}". . p. 3015 - 3018. Retrieved 2007/10/03.