3-Hydroxyestra-1,3,5(10)-trien-17-one benzoate

Base Information

• Chemical Name: 3-Hydroxyestra-1,3,5(10)-trien-17-one benzoate
• CAS No.: 2393-53-5
• Molecular Formula: C25H26 O3
• Molecular Weight: 374.48
• Mol file: 2393-53-5.mol

Synonyms:Estrone,benzoate (6CI,7CI,8CI); Estrone 3-benzoate

Chemical Property of 3-Hydroxyestra-1,3,5(10)-trien-17-one benzoate

Chemical Property:

• Vapor Pressure: 2.52E-11mmHg at 25°C
• Melting Point: 217-220 °C
• Refractive Index: 1.5460 (estimate)
• Boiling Point: 530.2°C at 760 mmHg
• Flash Point: 230.4°C
• PSA: 43.37000
• Density: 1.18g/cm³
• LogP: 5.33100

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Hydroxyestra-1,3,5(10)-trien-17-one benzoate

There total 11 articles about 3-Hydroxyestra-1,3,5(10)-trien-17-one benzoate 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: 100.0%

Estrone (53-16-7) + benzoyl chloride (98-88-4) → estrone 3-benzoate (2393-53-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 - 30 ℃;

Reference yield: 93.0%

Estrone (53-16-7) + N-benzoyl-N-methyl-4-methylbenzenesulfonamide (10533-83-2) → estrone 3-benzoate (2393-53-5)

Guidance literature:

With potassium phosphate; In tetrahydrofuran; at 23 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02323

Reference yield: 81.0%

Estrone (53-16-7) + N-benzyl-N-(tert-butoxycarbonyl)-benzamide (85909-02-0) → estrone 3-benzoate (2393-53-5)

Guidance literature:

With sodium t-butanolate; In toluene; at 150 ℃; for 24h; Sealed tube;

DOI:10.1007/s11426-020-9883-3

upstream raw materials:

Estrone

Estriol

benzoyl chloride

N-benzoyl-N-methyl-4-methylbenzenesulfonamide

Downstream raw materials:

17-acetoxy-3-benzoyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraene

benzoate of 17β-acetylestradiol

15α-hydroxyestriol

Refernces

• 1、 Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao. "Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters". . p. 66 - 71. Retrieved 2020/11/18.
• 2、 Li, Guangchen,Lei, Peng,Szostak, Michal. "Transition-Metal-Free Esterification of Amides via Selective N-C Cleavage under Mild Conditions". supporting information. p. 5622 - 5625. Retrieved 2018/09/25.