3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

Base Information

Chemical Name:3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide
CAS No.:1401937-59-4
Molecular Formula:C₂₈H₃₄ClNO₂
Molecular Weight:452.036
Hs Code.:

Synonyms:3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

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Chemical Property of 3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

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Technology Process of 3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

There total 13 articles about 3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide 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: 57.0%

: 1318265-17-6
3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide

: 1401937-59-4
3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

Guidance literature:: With (chloro-phenylthio-methylene)dimethylammonium chloride; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield:

: 1318265-23-4
3-[2-(benzyloxy)ethyl]estra-1⁽¹⁰⁾,2,4-trien-17-one

: 1401937-59-4
3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide; water / ethanol / 0.5 h / Reflux

2.1: sodium tetrahydroborate; methanol / dichloromethane / 1 h / 20 °C

2.2: 36 h

3.1: (chloro-phenylthio-methylene)dimethylammonium chloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; water; (chloro-phenylthio-methylene)dimethylammonium chloride; potassium hydroxide; In ethanol; dichloromethane;

Reference yield:

: 1318265-21-2
(8R,9S,13S,14S)-13-methyl-3-vinyl-6,7,8,9,11,12,13,14,15,16-decahydrospiro[cyclopenta[a]phenanthrene-17,2'-[1,3]dioxolane]

: 1401937-59-4
3-{[(16β,17β)-3-(2-chloroethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 16 h / -78 - 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

2.2: 20 °C

2.3: 5 h / 20 °C

3.1: potassium hydroxide; water / ethanol / 0.5 h / Reflux

4.1: sodium tetrahydroborate; methanol / dichloromethane / 1 h / 20 °C

4.2: 36 h

5.1: (chloro-phenylthio-methylene)dimethylammonium chloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; dimethylsulfide borane complex; water; sodium hydride; (chloro-phenylthio-methylene)dimethylammonium chloride; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;