3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate

Base Information

• Chemical Name: 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate
• CAS No.: 150054-88-9
• Molecular Formula: C₂₆H₄₂O₃
• Molecular Weight: 402.618
• Mol file: 150054-88-9.mol

Synonyms:3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate

Chemical Property of 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate

There total 9 articles about 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate 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: 86.0%

5α-androstane-3β,17α-diyl 3-p-toluenesulfonate 17-cyclohexanecarboxylate (150054-87-8) → 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate (150054-88-9)

Guidance literature:

With sodium nitrite; In dimethyl sulfoxide; at 130 ℃; for 2h;

DOI:10.1135/cccc19930600

Reference yield:

5-androstene-3β,17β-diol 3-acetate 17-p-toluene-δ-sulfonate (1259-22-9) → 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate (150054-88-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 44 percent / NaNO₂ / dimethylsulfoxide / 1 h / 135 °C

2: 64 percent / pyridine / 20 h / Ambient temperature

3: 90 percent / conc. HCl / CHCl₃; methanol / 64 h / Ambient temperature

4: 89 percent / aluminium isopropoxide / toluene; cyclohexanone / 0.75 h / Heating

5: 6 percent / H₂ / Adams platinum catalyst / acetic acid / 2 h / Ambient temperature

6: 71 percent / pyridine / 20 h / 30 °C

7: 86 percent / NaNO₂ / dimethylsulfoxide / 2 h / 130 °C

With pyridine; hydrogenchloride; hydrogen; aluminum isopropoxide; sodium nitrite; platinum(IV) oxide; In methanol; chloroform; cyclohexanone; acetic acid; dimethyl sulfoxide; toluene;

DOI:10.1135/cccc19930600

Reference yield:

prasterone acetate (853-23-6) → 3α-hydroxy-5α-androstan-17α-yl 17-cyclohexanecarboxylate (150054-88-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 99 percent / NaBH₄ / methanol; ethyl acetate; CH₂Cl₂ / 1 h

2: pyridine / 72 h / 30 °C

3: 44 percent / NaNO₂ / dimethylsulfoxide / 1 h / 135 °C

4: 64 percent / pyridine / 20 h / Ambient temperature

5: 90 percent / conc. HCl / CHCl₃; methanol / 64 h / Ambient temperature

6: 89 percent / aluminium isopropoxide / toluene; cyclohexanone / 0.75 h / Heating

7: 6 percent / H₂ / Adams platinum catalyst / acetic acid / 2 h / Ambient temperature

8: 71 percent / pyridine / 20 h / 30 °C

9: 86 percent / NaNO₂ / dimethylsulfoxide / 2 h / 130 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; hydrogen; aluminum isopropoxide; sodium nitrite; platinum(IV) oxide; In methanol; dichloromethane; chloroform; cyclohexanone; acetic acid; dimethyl sulfoxide; ethyl acetate; toluene;

DOI:10.1135/cccc19930600

upstream raw materials:

5α-androstane-3β,17α-diyl 3-p-toluenesulfonate 17-cyclohexanecarboxylate

5-androstene-3β,17β-diol 3-acetate 17-p-toluene-δ-sulfonate

3-oxoandrost-4-en-17α-yl benzoate

prasterone acetate