(3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate

Base Information

• Chemical Name: (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate
• CAS No.: 1313600-73-5
• Molecular Formula: C₂₇H₃₈O₅S
• Molecular Weight: 474.662
• Mol file: 1313600-73-5.mol

Synonyms:(3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate

Chemical Property of (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate

There total 6 articles about (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate 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: 90.0%

(3α,5α,17β)-estrane-3,17-diol 3-acetate + p-toluenesulfonyl chloride (98-59-9) → (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate (1313600-73-5)

Guidance literature:

With pyridine; dmap; at 90 ℃;

DOI:10.1039/c1ob05385j

Reference yield:

17β-hydroxy-5α-estran-3-one (1434-85-1) → (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate (1313600-73-5)

Guidance literature:

Multi-step reaction with 5 steps

1: acetone

2: potassium tri-sec-butyl-borohydride / tetrahydrofuran / -78 °C

3: pyridine; dmap / 4 h / 20 °C / Cooling with ice

4: sodium tetrahydroborate / ethanol / 1.5 h / Cooling with ice

5: pyridine; dmap / 90 °C

With pyridine; dmap; sodium tetrahydroborate; potassium tri-sec-butyl-borohydride; In tetrahydrofuran; ethanol; acetone; 1: Jones oxidation;

DOI:10.1039/c1ob05385j

Reference yield:

19-Norandrosterone (1225-01-0) → (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate (1313600-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; dmap / 4 h / 20 °C / Cooling with ice

2: sodium tetrahydroborate / ethanol / 1.5 h / Cooling with ice

3: pyridine; dmap / 90 °C

With pyridine; dmap; sodium tetrahydroborate; In ethanol;

DOI:10.1039/c1ob05385j

upstream raw materials:

19-nortestosterone

17β-hydroxy-5α-estran-3-one

19-Norandrosterone

5α-estrane-3,17-dione

Refernces