(7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol

Base Information

• Chemical Name: (7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol
• CAS No.: 875573-67-4
• Molecular Formula: C27H41BrO2
• Molecular Weight: 477.525
• Mol file: 875573-67-4.mol

Synonyms:(7α,17β)-7-(9-bromononyl)estra-1,3,5(2)-triene-3,17-diol;(7alpha,17beta)-7-(9-bromononyl)estra-1,3,5(2)-triene-3,17-diol;

Chemical Property of (7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol

Chemical Property:

• Appearance/Colour: Off-white crystal powder
• Boiling Point: 586.1±50.0 °C(Predicted)
• PKA: 10.27±0.70(Predicted)
• PSA: 40.46000
• Density: 1.196
• LogP: 7.35100
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol is used in the synthetic preparation of 7α-alkylated 19-norsteroids.

Technology Process of (7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol

There total 5 articles about (7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol 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:

(+)-(7α)-[9-bromononyl]estra-1,3,5(10)-triene-3-ol-17β-yl acetate (875573-66-3) → 7α-(9-bromononyl)estra-1,3,5(10)-triene-3,17β-diol (875573-67-4)

Guidance literature:

With methanol; water; hydrogen bromide; at 60 ℃; for 0.8h;

Reference yield:

9-bromononan-1-ol (55362-80-6) → 7α-(9-bromononyl)estra-1,3,5(10)-triene-3,17β-diol (875573-67-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1H-imidazole; formaldehyd / toluene / 5 h / 0 - 5 °C / Large scale

2.1: magnesium / tetrahydrofuran / 4.33 h / 50 - 65 °C / Inert atmosphere; Large scale

2.2: 1 h / -30 - -15 °C / Inert atmosphere; Large scale

3.1: triphenylphosphine; bromine / dichloromethane / 3 h / -10 - 25 °C / Inert atmosphere; Large scale

4.1: copper(ll) bromide; lithium bromide / acetonitrile / 3 h / 20 °C / Large scale

5.1: hydrogen bromide / methanol / 3 h / Reflux; Large scale

With 1H-imidazole; formaldehyd; hydrogen bromide; bromine; magnesium; triphenylphosphine; lithium bromide; copper(ll) bromide; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;

Reference yield:

ω-bromononanyl dimethyl-tert-butylsilyl ether (149051-24-1) → 7α-(9-bromononyl)estra-1,3,5(10)-triene-3,17β-diol (875573-67-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: magnesium / tetrahydrofuran / 4.33 h / 50 - 65 °C / Inert atmosphere; Large scale

1.2: 1 h / -30 - -15 °C / Inert atmosphere; Large scale

2.1: triphenylphosphine; bromine / dichloromethane / 3 h / -10 - 25 °C / Inert atmosphere; Large scale

3.1: copper(ll) bromide; lithium bromide / acetonitrile / 3 h / 20 °C / Large scale

4.1: hydrogen bromide / methanol / 3 h / Reflux; Large scale

With hydrogen bromide; bromine; magnesium; triphenylphosphine; lithium bromide; copper(ll) bromide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

upstream raw materials:

(+)-(7α)-[9-bromononyl]estra-1,3,5(10)-triene-3-ol-17β-yl acetate

9-bromononan-1-ol

ω-bromononanyl dimethyl-tert-butylsilyl ether

7α-[9-(tert-butyldimethylsiloxy)nonyl]estr-4-ene-17β-acetate-3-one

Downstream raw materials:

(+)-(7α)-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-1,3,5(10)-triene-3,17β-diol