3α-benzyloxy-5β-estrane-17-ethylene ketal

Base Information

• Chemical Name: 3α-benzyloxy-5β-estrane-17-ethylene ketal
• CAS No.: 367951-82-4
• Molecular Formula: C₂₇H₃₈O₃
• Molecular Weight: 410.597
• Mol file: 367951-82-4.mol

Synonyms:3α-benzyloxy-5β-estrane-17-ethylene ketal

Chemical Property of 3α-benzyloxy-5β-estrane-17-ethylene ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3α-benzyloxy-5β-estrane-17-ethylene ketal

There total 5 articles about 3α-benzyloxy-5β-estrane-17-ethylene ketal 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: 78.0%

3α-hydroxy-5β-estrane-17-ethylene ketal (876017-49-1) + benzyl bromide (100-39-0) → 3α-benzyloxy-5β-estrane-17-ethylene ketal (367951-82-4)

Guidance literature:

With sodium hydride; In toluene; for 6h; Heating;

DOI:10.1021/jm0505819

Reference yield:

3-oxo-5β-estrane-17-ethylene ketal (876017-48-0) → 3α-benzyloxy-5β-estrane-17-ethylene ketal (367951-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.0 g / NaBH₄ / methanol; tetrahydrofuran / 20 °C

2: 78 percent / NaH / toluene / 6 h / Heating

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm0505819

Reference yield:

estra-4-ene-3,17-dione (734-32-7) → 3α-benzyloxy-5β-estrane-17-ethylene ketal (367951-82-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / RhCl₃*H₂O; Aliquat-336; H₂ / CH₂Cl₂ / 2585.74 Torr

2: 98.5 percent / pyridinium p-toluenesulfonate / benzene / Heating

3: iodine / acetone / 0.33 h / 10 °C

4: 3.0 g / NaBH₄ / methanol; tetrahydrofuran / 20 °C

5: 78 percent / NaH / toluene / 6 h / Heating

With sodium tetrahydroborate; rhodium(III) chloride; hydrogen; iodine; pyridinium p-toluenesulfonate; Aliquat 336; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; benzene;

DOI:10.1021/jm0505819

upstream raw materials:

3α-hydroxy-5β-estrane-17-ethylene ketal

benzyl bromide

3-oxo-5β-estrane-17-ethylene ketal

estra-4-ene-3,17-dione

Downstream raw materials:

4-(3'α-benzyloxy-15'β-hydroxy-5'β-estran-17'β-yl)furan-2-carboxyaldehyde ethylene acetal

4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

4-(3'α-benzyloxy-15'β-hydroxy-5'β-estr-16'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

4-(3'α-benzyloxy-17'-hydroxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal