FCE 27473

Base Information

• Chemical Name: FCE 27473
• CAS No.: 184972-11-0
• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.424
• Mol file: 184972-11-0.mol

Synonyms:6-Hydroxy-6-(hydroxyMethyl)-androsta-1,4-diene-3,17-dione;FCE 27473;6-Hydroxy-6-(hydroxyMethyl)-androsta-1,4-diene-3,17-dione (Mixture of DiastereoMers)

Chemical Property of FCE 27473

Chemical Property:

• PSA: 74.60000
• LogP: 2.19670

Purity/Quality:

98% ^*data from raw suppliers

6-Hydroxy-6-(hydroxymethyl)-androsta-1,4-diene-3,17-dione(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Exemestane (E957000) in human body fluids.

Technology Process of FCE 27473

There total 4 articles about FCE 27473 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: 42.0%

FCE27353 (184972-12-1,152764-31-3) → 6-hydroxymethylandrosta-1,4,6-triene-3,17-dione (152764-26-6) + 6α/β-hydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3,17-dione (184972-11-0)

Guidance literature:

With perchloric acid; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/0039-128X(93)90029-M

Reference yield:

1-dehydrotestosterone (846-48-0,361432-76-0) → 6α/β-hydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3,17-dione (184972-11-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Me₂NH*HCl / 1.) isoamyl alcohol, reflux, 2 h, 2.) isoamyl alcohol, reflux, 15 h

2: 85 percent / Jones reagent / acetone / 0.25 h / -20 °C

3: 80 percent / 50percent m-chloroperbenzoic acid / CH₂Cl₂ / 48 h / Ambient temperature

4: 42 percent / 20percent aq. HClO₄ / tetrahydrofuran / 3 h / Ambient temperature

With perchloric acid; jones reagent; N,N-dimethylammonium chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/0039-128X(93)90029-M

Reference yield:

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one (122370-91-6) → 6α/β-hydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3,17-dione (184972-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Jones reagent / acetone / 0.25 h / -20 °C

2: 80 percent / 50percent m-chloroperbenzoic acid / CH₂Cl₂ / 48 h / Ambient temperature

3: 42 percent / 20percent aq. HClO₄ / tetrahydrofuran / 3 h / Ambient temperature

With perchloric acid; jones reagent; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/0039-128X(93)90029-M

upstream raw materials:

FCE₂₇₃₅₃

1-dehydrotestosterone

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

exemestane

Refernces