O-Acetyl(S)-propranolol

Base Information

• Chemical Name: O-Acetyl(S)-propranolol
• CAS No.: 129520-28-1
• Molecular Formula: C18H23NO3
• Molecular Weight: 301.386
• DSSTox Substance ID: DTXSID301129616
• Nikkaji Number: J472.177B
• Mol file: 129520-28-1.mol

Synonyms:O-Acetyl(S)-propranolol;DTXSID301129616;2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, acetate (ester), (2S)-;129520-28-1

Chemical Property of O-Acetyl(S)-propranolol

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 301.16779360
• Heavy Atom Count: 22
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=CC2=CC=CC=C21)OC(=O)C
• Isomeric SMILES: CC(C)NC[C@@H](COC1=CC=CC2=CC=CC=C21)OC(=O)C

Technology Process of O-Acetyl(S)-propranolol

There total 2 articles about O-Acetyl(S)-propranolol 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:

methanol (67-56-1) + vinyl acetate (108-05-4,9003-20-7) + Inderal (318-98-9) → acetic acid methyl ester (79-20-9) + (S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol (4199-09-1) + (R)-propranolol (525-66-6,4199-09-1,5051-22-9,13013-17-7) + (S)-propranolol O-acetyl ester (129520-28-1) + acetaldehyde (75-07-0,9002-91-9) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With Candida antarctica lipase B; water; In toluene; at 25 ℃; for 12h; Concentration; Reagent/catalyst; Time; enantioselective reaction; Catalytic behavior; Kinetics; Resolution of racemate;

DOI:10.1016/j.molcatb.2013.09.019

Reference yield:

methanol (67-56-1) + vinyl acetate (108-05-4,9003-20-7) + Inderal (318-98-9) → acetic acid methyl ester (79-20-9) + (S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol (4199-09-1) + (S)-propranolol O-acetyl ester (129520-28-1) + (R)-propranolol O-acetyl ester (129520-27-0) + acetaldehyde (75-07-0,9002-91-9) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With Candida antarctica lipase B; In toluene; at 25 ℃; enantioselective reaction; Catalytic behavior; Kinetics;

DOI:10.1016/j.molcatb.2013.09.019

Reference yield:

(S)-propranolol O-acetyl ester (129520-28-1) → (S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol (4199-09-1)

Guidance literature:

at 37 ℃; Rate constant; plasma intestine and liver of rats;

DOI:10.1002/jps.2600810307

upstream raw materials:

methanol

vinyl acetate

Inderal

Downstream raw materials:

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol

Refernces