N-Desisopropylpropranolol

Base Information

• Chemical Name: N-Desisopropylpropranolol
• CAS No.: 20862-11-7
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.268
• UNII: 23EJC6KS1X
• DSSTox Substance ID: DTXSID90943119
• Nikkaji Number: J373.680F
• Wikidata: Q27253746
• ChEMBL ID: CHEMBL31888
• Mol file: 20862-11-7.mol

Synonyms:N-deisopropylpropranolol;N-desisopropylpropranolol;N-desisopropylpropranolol hydrochloride;N-desisopropylpropranolol hydrochloride, (+-)-isomer;N-desisopropylpropranolol, (+-)-isomer

Chemical Property of N-Desisopropylpropranolol

Chemical Property:

• Vapor Pressure: 3.16E-08mmHg at 25°C
• Refractive Index: 1.633
• Boiling Point: 431.9 °C at 760 mmHg
• PKA: 11.90±0.35(Predicted)
• Flash Point: 215 °C
• PSA: 55.48000
• Density: 1.192 g/cm³
• LogP: 2.23850
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

1-AMINO-3-(NAPHTHALEN-1-YLOXY)-PROPAN-2-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2OCC(CN)O

Technology Process of N-Desisopropylpropranolol

There total 5 articles about N-Desisopropylpropranolol 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: 81.0%

Acetic acid (S)-1-cyano-2-(naphthalen-1-yloxy)-ethyl ester (104730-52-1,104760-42-1,123356-15-0) → (S)-1-Amino-3-(naphthalen-1-yloxy)-propan-2-ol (20862-11-7,30200-48-7,88547-38-0,88547-39-1)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(01)80880-7

Reference yield:

α-naphthol (90-15-3) → (S)-1-Amino-3-(naphthalen-1-yloxy)-propan-2-ol (20862-11-7,30200-48-7,88547-38-0,88547-39-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / K₂CO₃ / dimethylformamide / 10 h / 100 °C

2: HCl-AcOH

3: TBAB

4: 79.4 percent / lipase (Pseudomonas sp.) / 24 h / 40 °C / pH 5

5: 81 percent / LAH

With hydrogenchloride; lithium aluminium tetrahydride; potassium carbonate; acetic acid; lipase (Pseudomonas sp.); tetrabutylammomium bromide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)80880-7

Reference yield:

2-(1-naphthoxy)acetaldehyde diethyl acetal (80789-61-3) → (S)-1-Amino-3-(naphthalen-1-yloxy)-propan-2-ol (20862-11-7,30200-48-7,88547-38-0,88547-39-1)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl-AcOH

2: TBAB

3: 79.4 percent / lipase (Pseudomonas sp.) / 24 h / 40 °C / pH 5

4: 81 percent / LAH

With hydrogenchloride; lithium aluminium tetrahydride; acetic acid; lipase (Pseudomonas sp.); tetrabutylammomium bromide;

DOI:10.1016/S0040-4039(01)80880-7

upstream raw materials:

Acetic acid (S)-1-cyano-2-(naphthalen-1-yloxy)-ethyl ester

α-naphthol

2-(1-naphthoxy)acetaldehyde diethyl acetal

2-(naphthalen-1-yloxy)acetaldehyde

Downstream raw materials:

(S)-(-)-propanolol

Refernces