(20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

Base Information

Chemical Name:(20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)
CAS No.:80115-48-6
Molecular Formula:C₃₁H₄₂O₅S
Molecular Weight:526.737
Hs Code.:

Synonyms:(20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

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Technology Process of (20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

There total 14 articles about (20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate) 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: 96.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 108-24-7
acetic anhydride

: 80115-47-5
(Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate

: 80115-48-6
(20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

Guidance literature:: Tulsion T-42 cation exchange resin; at 25 - 30 ℃; for 20h;
DOI:10.1016/S0040-4039(00)97031-X

Reference yield: 47.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 108-24-7
acetic anhydride

: 80115-47-5
(Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate

: 132525-58-7
Toluene-4-sulfonic acid (3S,8R,9S,10R,17R)-17-ethyl-10,17-dimethyl-2,3,4,7,8,9,10,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 80115-48-6
(20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

Guidance literature:: Indion-130 cation exchange resin; at 25 - 30 ℃; for 7h; Product distribution; other ion exchange resins, Lewis acids, concn. and reaction times;
DOI:10.1016/S0040-4039(00)97031-X

Reference yield:

: 979-02-2
16-dehydropregnenolone acetate

: 80115-48-6
(20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate)

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / hydrogen / palladium on carbon / ethyl acetate / 16 h / 30 °C / 2327.2 Torr

2: 96 percent / KOH / H₂O; 2-methyl-propan-2-ol / 12 h / 30 °C

3: 92 percent / imidazole / dimethylformamide / 10 h / 30 °C

4: lithium aluminium hydride / tetrahydrofuran / 0 deg C, 10 min; 25 deg C, 2 h

5: POCl₃ / pyridine / 0 deg C, 10 min; 25 deg C, 30 h

6: 85 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 0 deg C, 5 min; 25 deg C, 2 h

7: 82 percent / pyridine / 48 h

8: 1.) titanium triisopropoxy chloride / 1.) methylene chloride, 25 deg C, 48 h; 2.) pyridine, 25 deg C, 24 h

With 1H-imidazole; triisopropoxytitanium(IV) chloride; potassium hydroxide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; pyridine; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)86968-4