14-hydroxyestradiol

Base Information

• Chemical Name: 14-hydroxyestradiol
• CAS No.: 16288-09-8
• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.387
• Mol file: 16288-09-8.mol

Synonyms:Estra-1,3,5(10)-triene-3,14,17b-triol (8CI)

Chemical Property of 14-hydroxyestradiol

Chemical Property:

• Vapor Pressure: 3.05E-10mmHg at 25°C
• Boiling Point: 485.6°Cat760mmHg
• PKA: 10.22±0.70(Predicted)
• Flash Point: 229.7°C
• PSA: 60.69000
• Density: 1.285g/cm³
• LogP: 2.72410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 14-hydroxyestradiol

There total 5 articles about 14-hydroxyestradiol 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: 85.0%

(8R,9S,13R,14R,15S,17S)-13-Methyl-6,7,8,9,11,12,13,15,16,17-decahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthrene-3,17-diol (79581-12-7) → Oestra-1,3,5(10)-trien-3,14α,17β-triol (16288-09-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Heating;

Reference yield:

14-Dehydroestradiol-17β (58699-19-7) → Oestra-1,3,5(10)-trien-3,14α,17β-triol (16288-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 percent / m-chloro-peroxybenzoic acid / CHCl₃ / Ambient temperature

2: 85 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

With lithium aluminium tetrahydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform;

Reference yield:

Acetic acid (8R,9S,13S,17S)-3-acetoxy-13-methyl-7,8,9,11,12,13,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl ester (73765-01-2) → Oestra-1,3,5(10)-trien-3,14α,17β-triol (16288-09-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / m-chloro-peroxybenzoic acid / CHCl₃ / Ambient temperature

2: K₂CO₃ / methanol

3: 85 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

With lithium aluminium tetrahydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; chloroform;

upstream raw materials:

(8R,9S,13R,14R,15S,17S)-13-Methyl-6,7,8,9,11,12,13,15,16,17-decahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthrene-3,17-diol

14-Dehydroestradiol-17β

Acetic acid (8R,9S,13S,17S)-3-acetoxy-13-methyl-7,8,9,11,12,13,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl ester

Acetic acid (8R,9S,13R,14R,15S,17S)-3-acetoxy-13-methyl-6,7,8,9,11,12,13,15,16,17-decahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthren-17-yl ester

Refernces