Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

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Chemical Name:Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester
CAS No.:344286-11-9
Molecular Formula:C₂₅H₃₄O₄S
Molecular Weight:430.609
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

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Chemical Property of Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

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Technology Process of Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

There total 11 articles about Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester 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: 92.0%

: 4124-41-8
p-toluenesulfonylanhydride

: 22049-48-5
17β-Hydroxy-3-oxo-5α-methyl-A,19-bisnor-androstan

: 344286-11-9
Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

Guidance literature:: In pyridine; at 0 ℃; for 2h;
DOI:10.1016/S0040-4039(01)00296-9

Reference yield:

: 434-22-0
19-nortestosterone

: 344286-11-9
Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / H₂O₂; NaOH / methanol / 2 h / 0 °C

2: 73 percent / TsNHNH₂ / acetic acid / 18 h / -18 - 20 °C

3: 100 percent / imidazole / dimethylformamide / 3 h / 0 °C

4: 63 percent / Na; naphthalene / tetrahydrofuran / 20 °C

5: 72 percent / Et₃SiH; CF₃COOH / CH₂Cl₂ / 2.5 h / 20 °C

6: 69 percent / K₂CO₃ / methanol; heptane / 0.25 h / 20 °C

7: 68 percent / t-BuOOH; Mo(CO)6 / toluene / 3 h / 80 °C

8: 46 percent / BF₃*OEt₂ / toluene / 0.75 h / 0 °C

9: 92 percent / pyridine / 2 h / 0 °C

With 1H-imidazole; triethylsilane; tert.-butylhydroperoxide; sodium hydroxide; naphthalene; hexacarbonyl molybdenum; boron trifluoride diethyl etherate; dihydrogen peroxide; sodium; potassium carbonate; toluene-4-sulfonic acid hydrazide; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; n-heptane; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)00296-9

Reference yield:

: 22957-46-6
3α-Methyl-A,19-dinor-5β-androstan-3β,5,17β-triol

: 344286-11-9
Toluene-4-sulfonic acid (1S,3aS,3bR,5aR,8aR,8bS,10aS)-5a,10a-dimethyl-6-oxo-hexadecahydro-dicyclopenta[a,f]naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / HCl / methanol / 2 h / Heating

2: 92 percent / pyridine / 2 h / 0 °C

With hydrogenchloride; In pyridine; methanol;
DOI:10.1016/S0040-4039(01)00296-9