3-O-Benzyl Estratetraenol

Base Information

• Chemical Name: 3-O-Benzyl Estratetraenol
• CAS No.: 23880-57-1
• Molecular Formula: C25H28O
• Molecular Weight: 344.497
• Mol file: 23880-57-1.mol

Synonyms:3-O-Benzyl Estratetraenol;3-(Benzyloxy)-estra-1,3,5(10),16-tetraene;3-(PhenylMethoxy)-estra-1,3,5(10),16-tetraene

Chemical Property of 3-O-Benzyl Estratetraenol

Chemical Property:

• Boiling Point: 484.1±45.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.092±0.06 g/cm3(Predicted)
• LogP: 6.28780
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Heated)

Purity/Quality:

95% ^*data from raw suppliers

3-O-BenzylEstratetraenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected Estratetraenol.

Technology Process of 3-O-Benzyl Estratetraenol

There total 3 articles about 3-O-Benzyl Estratetraenol 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: 85.0%

1,3,5(10),16-estratetraen-3-ol (1150-90-9) + benzyl chloride (100-44-7) → (8S,9S,13R,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (23880-57-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 8h; Inert atmosphere;

Reference yield:

Estrone (53-16-7) → (8S,9S,13R,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (23880-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 8 h / 110 °C

2: n-butyllithium / tetrahydrofuran / 13 h / -78 - 20 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 8 h / Inert atmosphere

With n-butyllithium; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

Reference yield:

(E)-N'-((8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[A]phenanthrene-17(14H)-ylidene)-4-methylbenzenesulfonohydrazide → (8S,9S,13R,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (23880-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran / 13 h / -78 - 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 8 h / Inert atmosphere

With n-butyllithium; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

Estrone

1,3,5⁽¹⁰⁾,16-estratetraen-3-ol

benzyl chloride

Downstream raw materials:

(8R,9S,13S,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol

1,3,5⁽¹⁰⁾,16-estratetraen-3-ol

Refernces