39791-20-3

Basic information

• Product Name: Nilestriol
• Synonyms: NILESTRIOL;nylestriol;3-(cyclopentyloxy)-17alpha-ethinyl-1,3,5(10)-estratrien-16alpha,17beta-diol;17alpha-ethynylestra-1,3,5(10)-triene-3,16alpha,17beta-triol 3-cyclopentyl ether;17α-Ethynyl-3-cyclopentyloxyestra-1,3,5(10)-triene-16α,17β-diol;(8R,9S,13S,14S,16R,17R)-3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol;(8R,9S,13S,14S,16R,17R)-3-cyclopentyloxy-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-16,17-diol;Nilestriol Tablets
• CAS NO: 39791-20-3
• Molecular Formula: C25H32O3
• Molecular Weight: 380.52
• Mol File: 39791-20-3.mol

Chemical Properties

• Melting Point: 162-165 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Boiling Point: 521.732 °C at 760 mmHg
• Flash Point: 269.334 °C
• Appearance: /
• Density: 1.212 g/cm³
• Vapor Pressure: 1.03E-11mmHg at 25°C
• Refractive Index: 1.611
• PKA: 12.57±0.60(Predicted)
• CAS DataBase Reference: Nilestriol(CAS DataBase Reference)
• NIST Chemistry Reference: Nilestriol(39791-20-3)
• EPA Substance Registry System: Nilestriol(39791-20-3)

Safety Data

• Hazardous Substances Data: 39791-20-3(Hazardous Substances Data)

Usage

Uses

Estrogen.

InChI:InChI=1/C25H32O3/c1-3-25(27)23(26)15-22-21-10-8-16-14-18(28-17-6-4-5-7-17)9-11-19(16)20(21)12-13-24(22,25)2/h1,9,11,14,17,20-23,26-27H,4-8,10,12-13,15H2,2H3/t20-,21-,22+,23-,24+,25+/m1/s1

Upstream product

• 1066-54-2 trimethylsilylacetylene 
• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 510-64-5 19-hydroxy-4-androstene-3,17-dione 
• 95282-98-7 19-acetoxyandrosta-1,4-diene-3,17-dione 
• 95436-36-5 (8R,9S,13S,14S,16R)-16-Bromo-3-cyclopentyloxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one 
• 1852-81-9 estrone 3-cyclopentyl ether 
• 137-43-9 Cyclopentyl bromide 
• 4717-40-2 17α-ethynylestra-1,3,5(10)-triene-3,16α,17β-triol 

Relevant articles and documents

Synthesis process of nilestriol

The invention provides a synthesis process of nilestriol. The process includes: taking an acetylide as the starting raw material, firstly carrying out reaction with organic ketone, then separating a 17beta-acetylide isomer, and performing refining to obtain a high purity 17alpha-acetylide, then carrying out etherification reaction with bromocyclopentane to obtain a nilestriol crude product, and performing refining to obtain a nilestriol fine product. Compared with the prior art, the synthesis process provided by the invention refines the raw materials from sources, simplifies the preparation process of nilestriol, has high yield, remarkably improves the reaction economical efficiency and reduces the production cost.

Preparation method of Nilestriol

The invention provides a preparation method of Nilestriol. The method comprises the following steps: taking an acetylide as a starting raw material to carry out ketalation with an organic ketone, thenseparating out an 17 beta-acetylide isomer, further carrying out refining to obtain an 17 alpha-acetylide with relatively high purity, then carrying out an etherification reaction with bromocyclopentane to obtain a crude Nilestriol product, and carrying out refining to obtain a Nilestriol fine product. Compared with the prior art, the preparation method disclosed by the invention can be used to prepare the high-purity Nilestriol fine product, the raw materials are refined from the source, the preparation process of the Nilestriol is simplified, the yield is high, reaction economy is remarkably improved, and production cost is reduced.

Eco-friendly synthesis of 3-etherified estrones

The conventional etherification uses toxic or hardly degradable alkylating agents. An eco-friendly tandem etherification/aromatization is presented to prepare estrone 3-secondary ethers from easily available dienone 1. Three marketed 3-etherified estrogen drugs were synthesized with the method from commercial available starting material.