dehydro-oogoniol

Base Information

Chemical Name:dehydro-oogoniol
CAS No.:129956-93-0
Molecular Formula:C₂₉H₄₆O₅
Molecular Weight:474.681
Hs Code.:

Synonyms:

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Chemical Property of dehydro-oogoniol

Chemical Property:

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Technology Process of dehydro-oogoniol

There total 28 articles about dehydro-oogoniol 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:

: 382-45-6
adrenosterone

: 82251-59-0,129956-93-0
dehydro-oogoniol

Guidance literature:: Multi-step reaction with 27 steps

1: 94 percent / acetic anhydride / 4 h / 130 °C

2: 89 percent / calcium borohydride / ethanol; CH₂Cl₂ / 1) 12h, -15 deg C, 2) 6h, room temperature

3: 85 percent / 1,8-diazabicyclo<5,4,0>undec-7-ene (DBU) / tetrahydrofuran / 20 h / Ambient temperature

4: 98 percent / pyridinium dichromate (PDC) / CH₂Cl₂ / 48 h / Ambient temperature

5: 98 percent / p-toluenesulfonic acid / H₂O; methanol; acetone / 10 h / Ambient temperature

6: 98 percent / p-toluenesulfonic acid / benzene / 2.5 h / Heating

7: 93 percent / sodium, propanol / propan-1-ol / 1 h / Heating

8: 97 percent / pyridine / 12 h / Ambient temperature

9: 1) pyridinium bromide perbromide, 2) sodium iodide, sodium thiosulfate, pyridine / 1) THF, room temperature, 2h, 2) water, room temperature, 3h

10: 97 percent / KOH / dimethylsulfoxide; H₂O / 2 h / Ambient temperature

11: 87 percent / potassium t-butoxide / dimethylsulfoxide / 3 h / 50 °C

12: 96 percent / p-toluenesulfonic acid / acetone; H₂O / 4 h / Ambient temperature

13: 93 percent / DBU / tetrahydrofuran / 5 h / Ambient temperature

14: 89 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / Ambient temperature

15: 87 percent / sodium hypochlorite, pyridine / ethanol / 0.75 h / -20 °C

16: lithium diisopropylamide (LDA) / tetrahydrofuran / 1) -20 deg C, 20 min, 2) 0 deg C, 1,5 h

18: 93 percent / H₂, sodium carbonate / Platinum/activated carbon / ethyl acetate / 4 h / 0 °C

19: 100 percent / sodium metal / propan-1-ol / 0.5 h / Heating

20: 95 percent / p-toluenesulfonic acid monohydrate / acetone; H₂O / 2 h / Heating

21: 90 percent / pyridine, 4-dimethylaminopyridine (DMAP) / 96 h / Ambient temperature

22: 96 percent / sodium hydride / tetrahydrofuran

23: 78 percent / diisobutyl aluminium hydride (DIBAL-H) / CH₂Cl₂ / 6 h / -78 °C

24: 88 percent / diisobutyl aluminium hydride (DIBAL-H) / CH₂Cl₂; tetrahydrofuran / 8 h / -78 °C

25: 94 percent / acetic anhydride, pyridine / Ambient temperature

26: 67 percent / CrO₃/3,5-dimethylpyrazole / CH₂Cl₂ / -20 - -10 °C

27: 25 percent Chromat_. / potassium carbonate / methanol

With pyridine; propan-1-ol; dmap; potassium hydroxide; sodium hypochlorite; dipyridinium dichromate; calcium borohydride; potassium tert-butylate; hydrogen; pyridinium hydrobromide perbromide; sodium; acetic anhydride; sodium hydride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; sodium thiosulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; CrO₃-3.5-dimethylpyrazole; sodium iodide; lithium diisopropyl amide; platinum on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; benzene;
DOI:10.1016/S0040-4020(01)82010-X

Reference yield:

: 17520-02-4
3β-Hydroxy-androsten-(5)-dion-(11,17)

: 82251-59-0,129956-93-0
dehydro-oogoniol

Guidance literature:: Multi-step reaction with 22 steps

1: 98 percent / p-toluenesulfonic acid / benzene / 2.5 h / Heating

2: 93 percent / sodium, propanol / propan-1-ol / 1 h / Heating

3: 97 percent / pyridine / 12 h / Ambient temperature

4: 1) pyridinium bromide perbromide, 2) sodium iodide, sodium thiosulfate, pyridine / 1) THF, room temperature, 2h, 2) water, room temperature, 3h

5: 97 percent / KOH / dimethylsulfoxide; H₂O / 2 h / Ambient temperature

6: 87 percent / potassium t-butoxide / dimethylsulfoxide / 3 h / 50 °C

7: 96 percent / p-toluenesulfonic acid / acetone; H₂O / 4 h / Ambient temperature

8: 93 percent / DBU / tetrahydrofuran / 5 h / Ambient temperature

9: 89 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / Ambient temperature

10: 87 percent / sodium hypochlorite, pyridine / ethanol / 0.75 h / -20 °C

11: lithium diisopropylamide (LDA) / tetrahydrofuran / 1) -20 deg C, 20 min, 2) 0 deg C, 1,5 h

13: 93 percent / H₂, sodium carbonate / Platinum/activated carbon / ethyl acetate / 4 h / 0 °C

14: 100 percent / sodium metal / propan-1-ol / 0.5 h / Heating

15: 95 percent / p-toluenesulfonic acid monohydrate / acetone; H₂O / 2 h / Heating

16: 90 percent / pyridine, 4-dimethylaminopyridine (DMAP) / 96 h / Ambient temperature

17: 96 percent / sodium hydride / tetrahydrofuran

18: 78 percent / diisobutyl aluminium hydride (DIBAL-H) / CH₂Cl₂ / 6 h / -78 °C

19: 88 percent / diisobutyl aluminium hydride (DIBAL-H) / CH₂Cl₂; tetrahydrofuran / 8 h / -78 °C

20: 94 percent / acetic anhydride, pyridine / Ambient temperature

21: 67 percent / CrO₃/3,5-dimethylpyrazole / CH₂Cl₂ / -20 - -10 °C

22: 25 percent Chromat_. / potassium carbonate / methanol

With pyridine; propan-1-ol; dmap; potassium hydroxide; sodium hypochlorite; dipyridinium dichromate; potassium tert-butylate; hydrogen; pyridinium hydrobromide perbromide; sodium; acetic anhydride; sodium hydride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; sodium thiosulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; CrO₃-3.5-dimethylpyrazole; sodium iodide; lithium diisopropyl amide; platinum on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; benzene;
DOI:10.1016/S0040-4020(01)82010-X

Reference yield:

: 3924-22-9
(3S,10R,11S,13S,14S,17R)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,11,17-triol

: 82251-59-0,129956-93-0
dehydro-oogoniol

Guidance literature:: Multi-step reaction with 25 steps

1: 85 percent / 1,8-diazabicyclo<5,4,0>undec-7-ene (DBU) / tetrahydrofuran / 20 h / Ambient temperature

2: 98 percent / pyridinium dichromate (PDC) / CH₂Cl₂ / 48 h / Ambient temperature

3: 98 percent / p-toluenesulfonic acid / H₂O; methanol; acetone / 10 h / Ambient temperature

4: 98 percent / p-toluenesulfonic acid / benzene / 2.5 h / Heating

5: 93 percent / sodium, propanol / propan-1-ol / 1 h / Heating

6: 97 percent / pyridine / 12 h / Ambient temperature

7: 1) pyridinium bromide perbromide, 2) sodium iodide, sodium thiosulfate, pyridine / 1) THF, room temperature, 2h, 2) water, room temperature, 3h

8: 97 percent / KOH / dimethylsulfoxide; H₂O / 2 h / Ambient temperature

9: 87 percent / potassium t-butoxide / dimethylsulfoxide / 3 h / 50 °C

10: 96 percent / p-toluenesulfonic acid / acetone; H₂O / 4 h / Ambient temperature

11: 93 percent / DBU / tetrahydrofuran / 5 h / Ambient temperature

12: 89 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / Ambient temperature

13: 87 percent / sodium hypochlorite, pyridine / ethanol / 0.75 h / -20 °C

14: lithium diisopropylamide (LDA) / tetrahydrofuran / 1) -20 deg C, 20 min, 2) 0 deg C, 1,5 h

16: 93 percent / H₂, sodium carbonate / Platinum/activated carbon / ethyl acetate / 4 h / 0 °C

17: 100 percent / sodium metal / propan-1-ol / 0.5 h / Heating

18: 95 percent / p-toluenesulfonic acid monohydrate / acetone; H₂O / 2 h / Heating

19: 90 percent / pyridine, 4-dimethylaminopyridine (DMAP) / 96 h / Ambient temperature

20: 96 percent / sodium hydride / tetrahydrofuran

21: 78 percent / diisobutyl aluminium hydride (DIBAL-H) / CH₂Cl₂ / 6 h / -78 °C

22: 88 percent / diisobutyl aluminium hydride (DIBAL-H) / CH₂Cl₂; tetrahydrofuran / 8 h / -78 °C

23: 94 percent / acetic anhydride, pyridine / Ambient temperature

24: 67 percent / CrO₃/3,5-dimethylpyrazole / CH₂Cl₂ / -20 - -10 °C

25: 25 percent Chromat_. / potassium carbonate / methanol

With pyridine; propan-1-ol; dmap; potassium hydroxide; sodium hypochlorite; dipyridinium dichromate; potassium tert-butylate; hydrogen; pyridinium hydrobromide perbromide; sodium; acetic anhydride; sodium hydride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; sodium thiosulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; CrO₃-3.5-dimethylpyrazole; sodium iodide; lithium diisopropyl amide; platinum on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; benzene;
DOI:10.1016/S0040-4020(01)82010-X