1'-Hydroxybufuralol

Base Information

• Chemical Name: 1'-Hydroxybufuralol
• CAS No.: 57704-16-2
• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.364
• Mol file: 57704-16-2.mol

Synonyms:1'-Hydroxybufuralol;Ro 03-7410;

Chemical Property of 1'-Hydroxybufuralol

Chemical Property:

• Melting Point: 41-49°C
• Boiling Point: 433 °C at 760 mmHg
• PKA: 13.58±0.20(Predicted)
• Flash Point: 215.7 °C
• PSA: 65.63000
• Density: 1.139g/cm³
• LogP: 3.29850
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

98%Min ^*data from raw suppliers

1’-HydroxyBufuralol(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 1’-hydroxy Bufuralol is a metabolite of bufuralol . Bufuralol is metabolized by the cytochrome P450 isoforms 2D1 and 2D2 (CYP2D1/2); therefore, quantification of the bufuralol metabolite, 1’-hydroxy bufuralol, can be used to determine CYP2D1/2 enzyme activity in humans and rats.

Technology Process of 1'-Hydroxybufuralol

There total 8 articles about 1'-Hydroxybufuralol 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:

3-tert-butyl-5(S)-<7-(1-hydroxyethyl)-2-benzofuranyl>-oxazolidinone (97733-09-0,97733-10-3,97733-11-4,97749-27-4,1076199-70-6) → (-)-(1S,1'RS)-1'-Hydroxybufuralol (57704-16-2,97805-54-4,97805-55-5,97805-58-8,97805-59-9)

Guidance literature:

With potassium hydroxide; In methanol; for 18h; Heating;

DOI:10.1021/jm00149a018

Reference yield:

(-)-Bufuralol (64100-62-5) → (-)-(1S,1'RS)-1'-Hydroxybufuralol (57704-16-2,97805-54-4,97805-55-5,97805-58-8,97805-59-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / sodium methoxide / 0.25 h

2: N-bromosuccinimide, dibenzoyl peroxide / CCl₄ / 6 h / 52 °C / Irradiation

3: sodium carbonate / tetrahydrofuran; H₂O / 24 h / 60 °C

4: 10 M KOH / methanol / 18 h / Heating

With potassium hydroxide; N-Bromosuccinimide; sodium methylate; sodium carbonate; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; water;

DOI:10.1021/jm00149a018

Reference yield:

3-tert-butyl-5(S)-(7-ethyl-2-benzofuranyl)-2-oxazolidinone (97733-04-5,1076199-68-2) → (-)-(1S,1'RS)-1'-Hydroxybufuralol (57704-16-2,97805-54-4,97805-55-5,97805-58-8,97805-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N-bromosuccinimide, dibenzoyl peroxide / CCl₄ / 6 h / 52 °C / Irradiation

2: sodium carbonate / tetrahydrofuran; H₂O / 24 h / 60 °C

3: 10 M KOH / methanol / 18 h / Heating

With potassium hydroxide; N-Bromosuccinimide; sodium carbonate; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; water;

DOI:10.1021/jm00149a018

upstream raw materials:

3-tert-butyl-5(S)-<7-(1-hydroxyethyl)-2-benzofuranyl>-oxazolidinone

(-)-Bufuralol

3-tert-butyl-5(S)-(7-ethyl-2-benzofuranyl)-2-oxazolidinone

(S)-5-[7-(1-Bromo-ethyl)-benzofuran-2-yl]-3-tert-butyl-oxazolidin-2-one

Refernces