Estrone β-D-Glucuronide Triacetate Methyl Ester

Base Information

• Chemical Name: Estrone β-D-Glucuronide Triacetate Methyl Ester
• CAS No.: 27537-72-0
• Molecular Formula: C₃₁H₃₈O₁₁
• Molecular Weight: 586.636
• Mol file: 27537-72-0.mol

Synonyms:

Chemical Property of Estrone β-D-Glucuronide Triacetate Methyl Ester

Chemical Property:

• Boiling Point: 655.7±55.0 °C(Predicted)
• Density: 1.31±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform, Ethanol, Methanol

Purity/Quality:

99% ^*data from raw suppliers

Estroneβ-D-GlucuronideTriacetateMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Estrone β-D-Glucuronide Triacetate Methyl Ester is a metabolite of 17β -Estradiol (E888000), used in the preparation of Estrone (E889050).

Technology Process of Estrone β-D-Glucuronide Triacetate Methyl Ester

There total 3 articles about Estrone β-D-Glucuronide Triacetate Methyl Ester 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%

Estrone (53-16-7) + (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (7355-18-2) → methyl {(17-oxo-1,3,5[10]-estratrien-3-yl)-2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate (27537-72-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1080/07328309908544025

Reference yield:

Estrone (53-16-7) + 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → methyl {(17-oxo-1,3,5[10]-estratrien-3-yl)-2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate (27537-72-0)

Guidance literature:

With silver carbonate; benzene;

DOI:10.1021/ja01516a046

Reference yield:

→ (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester (27537-72-0,106991-10-0,125507-73-5)

Guidance literature:

Oestron 3, Verb.1(?), CdCO3;

DOI:10.1021/jo00806a001

upstream raw materials:

Estrone

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Downstream raw materials:

Estrone O₃-glucuronide