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

Base Information

• Chemical Name: 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide
• CAS No.: 1318265-17-6
• Molecular Formula: C₂₈H₃₅NO₃
• Molecular Weight: 433.591
• Mol file: 1318265-17-6.mol

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

Chemical Property of 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide

There total 19 articles about 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-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: 84.0%

C28H33NO3 → 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide (1318265-17-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/jm401639v

Reference yield:

3-{(E)-[(16E)-3-[2-(benzyloxy)ethyl]-17-oxoestra-1(10),2,4-trien-16-ylidene]methyl}benzamide (1318265-24-5) → 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide (1318265-17-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: palladium 10% on activated carbon; hydrogen / ethanol / 36 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; In methanol; ethanol; dichloromethane;

DOI:10.1021/ml200093v

Reference yield:

3-{(E)-[(16E,17β)-3-[2-(benzyloxy)ethyl]-17-hydroxyestra-1,3,5(10)-trien-16-ylidene]methyl}benzamide (1417621-07-8) → 3-{[(16β,17β)-17-hydroxy-3-(2-hydroxyethyl)estra-1,3,5(10)-trien-16-yl]methyl}benzamide (1318265-17-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ml200093v

upstream raw materials:

(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]

3-{(E)-[(16E,17β)-3-[2-(benzyloxy)ethyl]-17-hydroxyestra-1,3,5(10)-trien-16-ylidene]methyl}benzamide

3-(2-hydroxyethyl)estra-1⁽¹⁰⁾,2,4-trien-17-dioxolane

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

Downstream raw materials:

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

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

[(16β)-16-(3-carbamoylbenzyl)-17-oxoestra-1(10),2,4-trien-3-yl]acetic acid

([(16β,17β)-16-(3-carbamoylbenzyl)-17-hydroxyestra-1(10),2,4-trien-3-yl]acetic acid)